CN117202888A

CN117202888A - Multiphase liquid compositions with improved deposition of active ingredients

Info

Publication number: CN117202888A
Application number: CN202280026958.0A
Authority: CN
Inventors: C·莫劳; M·本; A-F·勒隆; M·维塔穆图; D·本德雅克; A·阿尔萨耶德
Original assignee: French Special Operations Co
Current assignee: French Special Operations Co
Priority date: 2021-02-08
Filing date: 2022-02-08
Publication date: 2023-12-08
Also published as: US20240115476A1; WO2022167673A1; WO2022167672A1; US20240299273A1; EP4288027A1; CN117202887A; EP4288026A1

Abstract

The present invention relates generally to the technical field of multiphase liquid compositions comprising an active ingredient, and in particular to multiphase liquid compositions exhibiting improved deposition of an active ingredient. In certain embodiments, these compositions may be used as personal care compositions or household care compositions.

Description

Multiphase liquid compositions with improved deposition of active ingredients

Technical Field

More specifically, in certain embodiments, these liquid compositions comprise an active ingredient that is insoluble in water or has limited solubility in water, along with an amphiphilic surfactant system comprising a water-soluble surfactant, and an amphiphilic compound. For example, the amphiphilic compound may be at least one multi-tail surfactant. The liquid composition may further comprise at least one water-soluble anionic surfactant in the amphiphilic surfactant system, and may further comprise at least one cationic polymer.

Background

An important challenge of compositions comprising active ingredients is maximizing the amount of active ingredient delivered at its point of action. In particular, when delivering or depositing the composition onto a substrate, it is desirable to obtain a high deposition level of active ingredient compared to the amount of active ingredient present in the composition. Furthermore, when subsequent operations are carried out after this delivery, the challenge is also to obtain a retention of the active ingredient to maintain its effect over time. Typically, for personal care or home care compositions, delivery of the composition is by a dilution step and/or a rinse step that can alter the deposition and/or retention of the active ingredient on the substrate for which the benefit is desired.

Typical examples of this challenge can be found in hair care compositions, such as anti-dandruff shampoos, that provide rinse-off treatment products that are easy to apply, save time, and generally convenient. As explained in US2020/0129402, a historical solution proposes shampoo formulations using cationic polymers to form coacervates with anionic surfactants. These formulations are formulated with a microparticle and the coacervate is used to increase the deposition of insoluble microparticle anti-dandruff agents.

However, these historical proposals suffer from the following problems: the coacervates result in an indiscriminate particle deposition on both the scalp and hair, which may lead to undesirable hair aesthetics. It has been proposed to bypass the limitations associated with particulate anti-dandruff agents by modifying the anti-dandruff agents which are soluble in surfactant-based formulations. The latest solution disclosed in US2020/0129402 proposes a hair care composition comprising:

a) From about 8% to about 25% of one or more surfactants;

b) From about 0.01% to 10% of one or more surfactant soluble agents;

c) A given fractional soluble reagent concentration (a) is used under specific conditions.

However, with respect to the compositions disclosed in US2020/0129402, the main problem with the compositions disclosed therein is to try to achieve a suitable level of deposition of the anti-dandruff agent on the surface of the hair and scalp, as most of the anti-dandruff agent is rinsed away with the water-soluble bundles of gums. To date, surfactants used in historical proposals have generally been water-soluble. Thus, when using water-soluble surfactants, especially in combination with active ingredients that are soluble or compatible with water-soluble surfactants, the deposition of the active ingredient is significantly reduced, as the water-soluble surfactants can be easily washed away along with the active ingredient. This is the case with the composition disclosed in US 2020/0129402. Thus, not only is the active ingredient wasted, but a smaller total amount of active ingredient is deposited on the desired surface. In the case of an antidandruff agent that is soluble or compatible with water-soluble surfactants, the antidandruff agent is easily washed off with water and wasted.

In general, the present invention aims to solve the above-mentioned problems, including improving the deposition of active ingredients. The present invention proposes a composition suitable for any kind of active ingredient and further improves the deposition of the active ingredient. In particular, there appears to be a real need for improved ways of delivering and maintaining an active ingredient-containing composition at its point of action. More particularly, the present invention relates to improving deposition of active ingredients for personal care or household care compositions, including but not limited to antidandruff active ingredients for shampoos and similar hair products. Of course, the present invention allows for improved deposition of active ingredients for a variety of compositions, applications and uses. In this context, the main object of the present invention is to provide a composition that improves the deposition of optimal amounts of active ingredients.

Disclosure of Invention

The present invention relates generally to multiphase liquid compositions having an active ingredient that exhibit improved deposition of the active ingredient. In this regard, embodiments of the present invention relate to liquid compositions comprising:

an active ingredient having a solubility in water of less than 5wt.% at 25 ℃, preferably less than 1wt.% at 25 ℃, more preferably less than 0.1wt.% at 25 ℃;

An amphiphilic surfactant system comprising a water soluble amphiphilic surfactant having a solubility in water of at least 1wt.% at 25 ℃, preferably at least 3wt.% at 25 ℃, more preferably at least 5wt.% at 25 ℃, even more preferably at least 8wt.% at 25 ℃; and the water-soluble amphiphilic surfactant has a solubility in water of up to 70wt.% at 25 ℃; and

an amphiphilic compound having a solubility in water of less than 5wt.% at 25 ℃, preferably less than 1wt.% at 25 ℃, more preferably less than 0.1wt.% at 25 ℃,

wherein:

the amphiphilic compound is immiscible with the combination of the amphiphilic surfactant system and water, and

the combination of the amphiphilic compound and the active ingredient in water at 25 ℃ has a lower surface tension than the same amount of the amphiphilic compound in water at 25 ℃ without the active ingredient.

In certain embodiments, the amphiphilic compound in combination with the active ingredient in water at 25 ℃ has a surface tension at least 2mN/m lower than the same amount of the amphiphilic compound in water at 25 ℃ without the active ingredient. In this regard, a lower surface is determined by measuring the surface tension of 10mg/L to 100mg/L of the amphiphilic compound in combination with the active ingredient in water at 25 ℃ compared to the same amount of the amphiphilic compound in water at 25 ℃ without the active ingredient.

Further, in certain embodiments, when the amphiphilic surfactant system and the amphiphilic compound are combined in water, the amphiphilic compound forms a phase independent of the amphiphilic surfactant system. In this regard, the separate phase is determined by: combining the amphiphilic compound and the amphiphilic surfactant system in a total concentration of from 5wt.% up to 70wt.%, based on the total weight of the amphiphilic compound, the amphiphilic surfactant system, and 100wt.% of water, wherein the ratio of the amphiphilic surfactant system to the amphiphilic compound ranges from 99:1 to 50:50, preferably from 90:10 to 60:40, more preferably from 80:20 to 70:30, and determining whether any objects greater than 150nm are observed using a conventional microscope equipped with a 100-fold oil objective, preferably an Olympus IX71 conventional microscope.

Furthermore, the present invention relates generally to liquid compositions wherein the amphiphilic compound and the active ingredient do not form separate phases when combined; the water-soluble amphiphilic surfactant has an HLB of more than 12, preferably more than 15; the amphiphilic compound has an HLB of less than 12, preferably less than 10; the amphiphilic compound is cationic, anionic, amphoteric, or zwitterionic; the amphiphilic compound comprises at least two linear or branched alkyl chains, wherein at least one of the linear or branched alkyl chains has at least 6 carbon atoms, preferably at least two of the linear or branched alkyl chains have at least 6 carbon atoms; and the amphiphilic compound is a multi-tail surfactant comprising at least two linear or branched alkyl chains, wherein at least one of the linear or branched alkyl chains has at least 6 carbon atoms, preferably at least two linear chains Or branched alkyl chains having at least 6 carbon atoms. In certain embodiments, the invention relates generally to liquid compositions, wherein the amphiphilic compound is a multi-tail surfactant comprising: (a) A dialkyl succinate sulfonate, preferably selected from dioctyl sodium sulfosuccinate, sodium bis (tridecyl) sulfosuccinate, or mixtures thereof; (b) Dialkyl quaternary ammonium compounds, preferably selected from dialkyl quaternary ammonium trimethylglycine betaine esters, diethyl oxy ester dimethyl ammonium chloride, or mixtures thereof, wherein the alkyl groups are C ₁₂ -C ₃₀ Alkyl, more preferably C ₁₄ -C ₂₂ Alkyl, even more preferably C ₁₆ -C ₁₈ An alkyl group; or (c) mixtures thereof; and wherein the liquid compositions comprise an amphoteric polymer, a cationic polymer, or a combination thereof, wherein the amphoteric polymer is an amphoteric guar polymer, preferably selected from guar carboxymethyl hydroxypropyl trimonium chloride, carboxymethyl hydroxypropyl guar hydroxypropyl trimonium chloride, or a combination thereof; and the cationic polymer is a cationic guar polymer, preferably selected from guar hydroxypropyl trimonium chloride, hydroxypropyl guar hydroxypropyl trimonium chloride, or mixtures thereof.

The present invention also relates generally to liquid compositions comprising 0.01wt.% to 10wt.%, preferably 0.1wt.% to 5wt.%, more preferably 0.5wt.% to 4wt.% of an amphiphilic compound, based on the total weight of the composition; a liquid composition comprising 0.1 to 5wt.%, preferably from 0.1 to 1wt.%, based on the total weight of the composition, of a cationic polymer, preferably a cationic guar polymer; a liquid composition comprising 0.01wt.% to 5wt.%, more preferably 0.05wt.% to 2wt.%, even more preferably 0.1wt.% to 1wt.% of an active ingredient, based on the total weight of the composition; a liquid composition comprising 1wt.% to 30wt.%, more preferably 5wt.% to 20wt.%, even more preferably from 8wt.% to 15wt.% of an amphiphilic surfactant system, based on the total weight of the composition; and a liquid composition comprising from 25wt.% to 95wt.%, more preferably from 50wt.% to 90wt.%, more preferably from 70wt.% to 80wt.% of water, relative to the total weight of the composition.

Furthermore, the present invention relates generally to liquid compositions wherein these liquid compositions are personal care or home care compositions, preferably hair care compositions, and more preferably shampoos, and wherein the active ingredient is a hydrophobic active ingredient selected from antimicrobial, antifungal, anti-keratolytic, antidandruff agent, or a combination thereof, and wherein the active ingredient is selected from piroctone olamine (piroctone olamine), zinc pyrithione, ketoconazole, climbazole, or a combination thereof. The invention further relates to liquid compositions wherein the amphiphilic surfactant system comprises an anionic surfactant as a water-soluble amphiphilic surfactant, preferably the anionic surfactant is a sulfated anionic surfactant, more preferably the anionic surfactant is sodium laureth sulfate, a salt of laureth sulfate, sodium lauryl sulfate, a salt of laurel sulfate, alkylbenzene sulfonate, preferably benzenesulfonic acid, mono-C10-16-alkyl sodium salt, or mixtures thereof, and liquid compositions free of sulfate salts, including liquid compositions free of Sodium Lauryl Sulfate (SLS), sodium laureth sulfate (SLES), ammonium Lauryl Sulfate (ALS), ammonium laureth sulfate (ALES), or combinations thereof.

Definition of the definition

All documents cited in this specification are hereby incorporated by reference in their entirety.

Unless otherwise indicated, all terms used in the disclosure of the present invention, including technical and scientific terms, have the meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. With the aid of further guidance, some term definitions are included for better understanding.

Throughout this specification, unless the context requires otherwise, the word "comprise" or variations such as "comprises" or "comprising" will be synonymous with "comprising" or "containing" and the corresponding variations. Thus, these terms are to be understood to imply the inclusion of a stated element or method step or group of elements or method steps but not the exclusion of any other element or method step not listed. The terms "include", "include" or "contain" encompass "as well as" consisting essentially of … … (consist essentially of) and "consisting only of … … (consist exclusively of). The compositions of the present invention may comprise, consist essentially of, or consist of the essential components and optional ingredients described herein. As used herein, "consisting essentially of … …" means that the composition or component may comprise additional ingredients, provided that such additional ingredients do not materially alter the basic and novel characteristics of the compositions, uses, or methods of the invention.

As used herein, the singular forms "a/an" and "the" include one of the specified entities or several of the specified entities unless the context clearly indicates otherwise (i.e., the specified entity may be just one entity, such as sodium laureth sulfate). The article "a" and "an" when used in the claims should be understood to mean one or more of the substance claimed or described. Thus, for example, reference to "an amphiphilic compound", "an amphiphilic surfactant system", "a water-soluble amphiphilic surfactant", "a multi-tail surfactant", "a cationic polymer", "an active ingredient", or "an anionic surfactant" includes a single amphiphilic compound, an amphiphilic surfactant system, a water-soluble amphiphilic surfactant, a multi-tail surfactant, a cationic polymer, an active ingredient, or an anionic surfactant, respectively, and at least one, and in particular two or more, of the indicated components. Thus, for example, reference to "multi-tail surfactant" encompasses mixtures of different components covered by the definition "multi-tail surfactant". References to the "present invention" include single or multiple aspects or embodiments taught by the present disclosure.

When ranges are given, these are understood to mean the total amount of the ingredients in the composition, or when more than one substance falls within the range defined by the ingredients, these are understood to mean the total amount of all ingredients in the composition that meet the definition. For example, when it is indicated that the composition comprises from 0.1% to 1% by weight (wt.%) of an active ingredient, if the active ingredient corresponds to a mixture of two active ingredients, the total amount of this mixture is from 0.1% to 1% by weight of the total amount of the composition.

Unless otherwise indicated, all given percentages are by weight based on the total weight of the composition of the present invention, which may be abbreviated as wt.%. All such weights as they pertain to listed ingredients are based on the active level and, therefore, do not include carriers or byproducts that may be included in commercially available materials.

The total amount of the different components of the compositions described below may be up to 100% (or 100%) of the total weight of the composition of the invention.

The recitation of numerical ranges by endpoints includes all numbers subsumed within that range and the endpoints recited. All numerical ranges include narrower ranges; the upper and lower limits of the delineated range are combinable to yield further ranges not explicitly delineated.

The term "about" as used herein in reference to measurable values such as parameters, amounts, periods, and the like, is intended to encompass deviations from the specified values as well as deviations from the specified values, particularly deviations of +/-1% or less, and still more preferably +/-0.1% or less, from the specified values, as long as such deviations are suitable for execution in the disclosed invention. It is to be understood that the value itself referred to by the modifier "about" is also specifically and preferably disclosed.

All percentages and ratios used herein are by weight of the total composition unless otherwise specified. Unless otherwise specified, all measurements are understood to be performed under ambient conditions, where "ambient conditions" means conditions at about 25 ℃, at about one atmosphere of pressure, and at about 50% relative humidity.

As used herein, unless otherwise indicated, "molecular weight" refers to weight average molecular weight. Molecular weight is measured using industry standard methods, gel permeation chromatography ("GPC").

The term "charge density" refers to the ratio of the positive charge on a monomer unit included in a polymer to the molecular weight of the monomer unit. The product of charge density and polymer molecular weight determines the number of positively charged sites on a given polymer chain. It may be obtained by using industry standard methods, such as proton nuclear magnetic resonance spectroscopy (e.g. "nuclear magnetic resonance spectroscopy)" ¹ H NMR).

The terms "amphiphilic compound", "amphiphilic additive", and "amphiphilic compound additive" all have the same meaning and refer to one or more of the same components or elements and may be used interchangeably herein.

Drawings

Fig. 1 shows a microscopic view of the following: (A) 12wt.% of a water-soluble surfactant sodium laureth sulfate (SLES) in water; (B) A combination of 12wt.% SLES and 3wt.% sodium bis (tridecyl) sulfosuccinate as a multi-tail surfactant in water according to the present invention; and (C) a combination of 12wt.% SLES, 3wt.% sodium bis (tridecyl) sulfosuccinate, and 0.5wt.% Piroctone Olamine (PO) in water.

Fig. 2 shows the visual appearance of: (A) 12wt.% of the water-soluble surfactant sodium laureth sulfate (SLES) in water (transparent, and thus, no phase separation); (B) 12wt.% SLES and 3wt.% sodium bis (tridecyl) sulfosuccinate as a multi-tail surfactant in water (opaque, and thus, phase separated) in combination according to the present invention; and (C) a combination (opaque, and thus, phase separated) of 12wt.% SLES, 3wt.% sodium bis (tridecyl) sulfosuccinate, and 0.5wt.% Piroctone Olamine (PO) in water.

Detailed Description

Amphiphilic compounds

Amphiphilic compounds (also referred to as amphiphilic additives and amphiphilic compound additives) as used herein generally aid in the deposition of active ingredients that are insoluble in water or have limited solubility in water. In particular, the amphiphilic compound contributes to increasing the amount of normally water insoluble active ingredient deposited onto the surface of a given substrate, and in a preferred embodiment, the amphiphilic compound contributes to increasing the amount of active ingredient deposited onto the surface of the scalp, hair, skin, nails, or all of the foregoing surfaces, and in a particularly preferred embodiment, the amphiphilic compound contributes to increasing the amount of active ingredient deposited onto the surface of the scalp, hair, or both. In this regard, it has been unexpectedly discovered that by using certain amphiphilic compounds in combination with amphiphilic surfactant systems having water-soluble amphiphilic surfactants, the amount of normally water insoluble active ingredient deposited onto the surface of a substrate, such as, for example, the scalp, hair, or both, can be significantly increased. In other words, it has been unexpectedly found that by using certain amphiphilic compounds in combination with amphiphilic surfactant systems having water-soluble amphiphilic surfactants, the amount of active ingredient that is not deposited onto the surface of a given substrate-or wasted-that is generally insoluble in water or has limited solubility in water-can be significantly reduced. In this regard, more effective compositions may be formulated by increasing the amount of active ingredient deposited onto the surface of a given substrate. For example, by increasing the amount of active ingredient deposited onto the surface of a given substrate, this allows for more efficient use of the active ingredient in the liquid composition and potentially the use of liquid compositions having lower total concentrations of active ingredient while still providing the same level of efficacy due to improved active ingredient deposition.

A variety of amphiphilic compounds may be used in the present invention. However, it has been unexpectedly found that the amount of active ingredient deposited onto the surface of a given substrate can be increased by using amphiphilic compounds having a relatively low solubility in water, preferably amphiphilic compounds having a solubility in water of less than 5wt.% at 25 ℃, preferably less than 1wt.% at 25 ℃, more preferably less than 0.1wt.% at 25 ℃ and at the same time being: (1) Is immiscible with a combination of the amphiphilic surfactant system and water (i.e., is immiscible when combined with a mixture of the amphiphilic surfactant system and water), and (2) when combined with water at 25 ℃ and an active ingredient that is insoluble in water or has limited solubility in water at 25 ℃, the combination of one or more amphiphilic compounds, active ingredient and water has a lower surface tension than the same amount of one or more amphiphilic compounds in water at 25 ℃ without the active ingredient.

In this respect, lower surface tension can be determined by measuring the surface tension of 10mg/L to 100mg/L of the amphiphilic compound in combination with the active ingredient in water at 25 ℃ compared to the same amount of amphiphilic compound in water at 25 ℃ without the active ingredient. That is, the combination of the active ingredient, water, and amphiphilic compound (at 10mg/L to 100mg/L, based on the total amount of amphiphilic compound, active ingredient, and water) at 25 ℃ has a lower surface tension than the same amount of amphiphilic compound in water at 25 ℃ but without active ingredient. In certain embodiments, the amphiphilic compound in combination with the active ingredient in water at 25 ℃ has a surface tension at least 2mN/m lower than the same amount of amphiphilic compound in water at 25 ℃ without the active ingredient. In other words, the combination of the amphiphilic compound at 25 ℃ and the active ingredient in water has a surface tension at least 2mN/m lower than the same amount of amphiphilic compound in water at 25 ℃ but without the active ingredient. Thus, the combined surface tension of both the amphiphilic compound and the active ingredient in water is unexpectedly and significantly reduced by at least 2mN/m compared to the same amphiphilic compound in water (in the same amount). Moreover, by using a combination of such amphiphilic compounds with active ingredients, the overall deposition of the active ingredients can be unexpectedly improved.

In further embodiments, the amphiphilic compound in combination with the active ingredient in water at 25 ℃ has a surface tension at least 10mN/m lower than the same amount of amphiphilic compound in water at 25 ℃ without the active ingredient, and in other embodiments, the amphiphilic compound in combination with the active ingredient in water at 25 ℃ has a surface tension at least 30mN/m lower than the same amount of amphiphilic compound in water at 25 ℃ without the active ingredient. In certain embodiments, the amphiphilic compound in combination with the active ingredient in water at 25 ℃ may have a surface tension at least 2 to 50mN/m, preferably 2 to 40mN/m, more preferably 2 to 30mN/m lower than the same amount of amphiphilic compound in water at 25 ℃ without the active ingredient.

Measuring whether the combination of one or more amphiphilic compounds and active ingredient in water at 25 ℃ has a lower surface tension than the same amount of amphiphilic compound in water at 25 ℃ without active ingredient can be done by using a Sigma 701 tensiometer using the Du Nuoyi (du No) ring method. First, the surface tension of one or more amphiphilic compounds in water at 25 ℃ without active ingredient was measured, and in a first glass vessel, a 3wt.% stock solution of one or more amphiphilic compounds in water was made by adding a total of 3g of one or more amphiphilic compounds to 97g of DI water and homogenizing the sample for one hour at 400rpm using a magnetic stirrer bar. In a second glass container, 34.5ml of DI water was added and the container was placed in a tensiometer to measure water-air interfacial tension. Thereafter, 12 microliters of a 3wt.% stock solution of one or more amphiphilic compounds and water was added to a second glass vessel containing 34.5mL of DI water, and the mixture was then stirred for 1 hour, resulting in a 0.001wt.% solution of the one or more amphiphilic compounds in water. The interfacial tension of a 0.001wt.% solution of one or more amphiphilic compounds in water is then measured. Thereafter, another 11 microliters of a 3wt.% stock solution of one or more amphiphilic compounds and water was added to the second glass vessel and stirred to achieve homogeneity, yielding a 0.002wt.% solution of amphiphilic compounds in water. The interfacial tension is then measured again. Thereafter, an additional 34.5 microliters of a 3wt.% stock solution of one or more amphiphilic compounds and water was added to the second glass vessel and stirred to achieve homogeneity, resulting in a 0.005wt.% solution of the one or more amphiphilic compounds in water. The interfacial tension is then measured again. Finally, an additional 62.5 microliters of a 3wt.% stock solution of one or more amphiphilic compounds and water was added to the second glass vessel and stirred to achieve homogeneity, resulting in a 0.01wt.% solution of the one or more amphiphilic compounds in water. The interfacial tension is then measured.

As for measuring the surface tension of the combination of one or more amphiphilic compounds and active ingredient in water at 25 ℃, the above method and steps are repeated using a new vessel containing 34.5mL of DI water and a second stock solution consisting of 3g of one or more amphiphilic compounds, 1g of active ingredient, and 96g of DI water, resulting in a 3wt.% stock solution of one or more amphiphilic compounds containing 1wt.% active ingredient. Thereafter, the interfacial tension values of both the one or more amphiphilic compound solutions with and without active ingredient are compared in a concentration range of 0.001wt.% to 0.1wt.% with and without active ingredient. For clarity, the concentration range of 0.001wt.% to 0.1wt.% of the one or more amphiphilic compounds in water corresponds to a concentration of 10mg/L to 100mg/L of the one or more amphiphilic compounds in water.

For amphiphilic compounds that are immiscible with a combination of an amphiphilic surfactant system and water, the amphiphilic compound may form a phase in water independent of the amphiphilic surfactant system at 25 ℃. In determining whether the amphiphilic compounds are immiscible with and form separate phases from the combination of the amphiphilic surfactant system and water, the one or more amphiphilic compounds and the amphiphilic surfactant system are combined at a total concentration in the range of from 5wt.% up to 70wt.% based on the total weight of the one or more amphiphilic compounds, the amphiphilic surfactant system and the water of 100wt.%, wherein the ratio of the amphiphilic surfactant system to the one or more amphiphilic compounds ranges from 80:20 up to 50:50. Evidence of phase separation can be determined by placing droplets of a combination of 10 to 100 microliters of one or more amphiphilic compounds, an amphiphilic surfactant system, and water on a slide, covering it with a coverslip and using an Olympus IX71 conventional microscope equipped with a 100-fold oil objective. If one or more amphiphilic compounds are miscible with the amphiphilic surfactant system and water, then no large scale objects (i.e., greater than 150 nm) should be observed. If one or more amphiphilic compounds are not miscible with the amphiphilic surfactant system and water, then large scale objects (i.e., greater than 150 nm) should be observed.

In certain preferred embodiments, the one or more amphiphilic compounds and the one or more active ingredients are both insoluble in water or have limited solubility in water at 25 ℃, and when combined, the one or more amphiphilic compounds and the one or more active ingredients form a single phase that is insoluble in water at 25 ℃. In a preferred embodiment, the amphiphilic compound and the active ingredient do not form separate phases when combined.

In terms of insolubility or limited solubility in water, the one or more amphiphilic compounds may generally have a solubility in water of less than 5wt.% at 25 ℃, preferably less than 1wt.% at 25 ℃, more preferably less than 0.1wt.% at 25 ℃. Further, the amphiphilic compound may have an HLB of less than 12, preferably less than 10.

In a preferred embodiment, the amphiphilic compound is charged (i.e., ionic). That is, the amphiphilic compound may bear at least one positive charge or at least one negative charge. In this regard, the amphiphilic compound may be cationic, anionic, nonionic, amphoteric, or zwitterionic, and is preferably cationic, anionic, amphoteric, or zwitterionic. The amphiphilic compound may have at least two linear or branched alkyl chains, wherein at least one of these linear or branched alkyl chains has at least 6 carbon atoms, preferably at least two linear or branched alkyl chains have at least 6 carbon atoms. In particular embodiments, the amphiphilic compound may be a surfactant, which preferably bears at least one positive or at least one negative charge. In further particularly preferred embodiments, the amphiphilic compound may be selected from the group consisting of multi-tail surfactants, quaternary ammonium compounds, and mixtures thereof, while at the same time: (1) The combination of the active ingredient, water, and one or more amphiphilic compounds (selected from the same multi-tailed surfactants, quaternary ammonium compounds, and mixtures thereof) has a lower surface tension than the same amount of the one or more amphiphilic compounds (selected from the group consisting of multi-tailed surfactants, quaternary ammonium compounds, and mixtures thereof) in water at 25 ℃ without the active ingredient when combined with the combination of the amphiphilic surfactant system and water (i.e., when combined with the mixture of the amphiphilic surfactant system and water), and (2) when combined with the water at 25 ℃ and the active ingredient that is insoluble in water or has limited solubility in water. In other embodiments, the amphiphilic compounds may include one or more nonionic amphiphilic compounds, alone or in combination with one or more other amphiphilic compounds (including, but not limited to, one or more nonionic surfactants); however, the one or more nonionic amphiphilic compounds should be present simultaneously: (1) Is immiscible with a combination of the amphiphilic surfactant system and water (i.e., is immiscible when combined with a mixture of the amphiphilic surfactant system and water), and (2) when combined with water at 25 ℃ and an active ingredient that is insoluble in water or has limited solubility in water at 25 ℃, the active ingredient, water, and the combination of one or more nonionic amphiphilic compounds, along with any other included amphiphilic compound(s), has a lower surface tension than the same amount of one or more amphiphilic compounds and combination of one or more amphiphilic compounds in water at 25 ℃ without the active ingredient. In particular embodiments, the amphiphilic compound may be both a quaternary ammonium compound and a multi-tail surfactant (i.e., the amphiphilic compound has both a quaternary ammonium chemical structure and a multi-tail surfactant chemical structure).

Any multi-tail surfactant may be used according to the present invention, particularly those that may be used in personal care compositions or household care compositions. Such multi-tail surfactants are well known in the art and are described, for example, in US10,058,498. Relevant parts of US10,058,498 are included below.

A multi-tail surfactant is a surfactant comprising at least two hydrocarbon chains including at least one hydrocarbon (typically alkyl) chain having at least 6 carbon atoms. Multi-tail surfactants include anions, cations, having more than one hydrocarbon (typically alkyl) chainA surfactant that is amphoteric, zwitterionic, and combinations thereof. The at least two hydrocarbon chains may be aromatic or aliphatic, straight or branched hydrocarbon chains, typically alkyl chains, and may have one or more moieties on the hydrocarbon chain that contain solvophobic groups (i.e., lack of affinity for a particular solvent, such as water) and/or solvophilic groups (i.e., have affinity for a particular non-polar or low polar solvent). More specifically, but not by way of limitation, the hydrocarbon chain of the multi-tailed surfactant is preferably hydrophobic in one or more of the inventive concepts disclosed and/or claimed herein in order to form a more stable and denser hydrophobic structure on the active ingredient. Examples of multi-tail surfactants include, but are not limited to, dialkyl succinate sulfonates like sodium bis (tridecyl) sulfosuccinate, and quaternary ammonium compounds having long alkyl chains like di-coco dimethyl ammonium chloride, di-palmitoyloxyethyl hydroxyethyl methyl ammonium methyl sulfate, and dialkyl methyl ammonium sulfate. Multiending surfactants, e.g. under the trade name DC 90 (Steton Pan Gongsi (Stepan Company), northfield (Ill.)), northfield (Ill.)>GA-90 (Spanish, nortifield, illinois), a combination of (R) and (B)>2C-75 (Akzo Nobel), chicago, ill.) and +.>Those sold by OT (Cytec Industries inc.) and siraiten (West Paterson, n.j.) new jersey are also useful in the present invention. Generally, these surfactants are obtained as formulations in solvents, such as lower alkyl alcohols and polyols, typically propylene glycol or hexylene glycol. These formulations can be used for preparing the compositions according to the inventionA composition.

The alkyl chains of the multi-tail surfactant may be the same or different. Preferably, the alkyl chain comprises 6 to 20 carbon atoms, having preferably at least 8 carbon atoms, more preferably 8 to 15 carbon atoms. One preferred class of multi-tail surfactants corresponds to dialkyl succinate sulfonates, which are anionic surfactants. Preferably, their alkyl chains comprise 6 to 20 carbon atoms, with preferably at least 8 carbon atoms, more preferably 8 to 15 carbon atoms. Typically, they are used as their sodium or ammonium salts. According to the invention, dioctyl sodium sulfosuccinate and sodium bis (tridecyl) sulfosuccinate are preferred multi-tail surfactants.

Advantageously, the multi-tail surfactant is present in the composition in an amount of up to 10% by weight and/or at least 0.01% by weight, preferably from 0.1% to 10% by weight, and preferably from 0.1% to 5% by weight. In certain preferred embodiments, the multi-tail surfactant is present in the composition in an amount of from 0.01wt.% to 10wt.%, preferably from 0.1wt.% to 5wt.%, more preferably from 0.5wt.% to 4wt.%, based on the total weight of the composition. In particular, the composition according to the invention comprises less than 10% by weight and/or at least 0.5% by weight, advantageously from 1% to 7% by weight, and preferably from 1% to 5% by weight of dialkyl succinate sulfonates, and in particular of the dialkyl succinate sulfonates described previously, and more preferably less than 10% by weight and/or at least 0.5% by weight, preferably from 1% to 7% by weight, and preferably from 2% to 5% by weight of dioctyl sodium sulfosuccinate, sodium bis (tridecyl) sulfosuccinate or mixtures thereof.

According to a preferred embodiment, the composition according to the invention comprises dioctyl sodium sulfosuccinate, sodium bis (tridecyl) sulfosuccinate or a mixture thereof as a multi-tail surfactant, and advantageously comprises only dioctyl sodium sulfosuccinate, sodium bis (tridecyl) sulfosuccinate or a mixture thereof as a multi-tail surfactant.

Other preferred embodiments include quaternary ammonium compounds, and are particularly surfactants or have surfactant propertiesQuaternary ammonium compounds. In a particularly preferred embodiment, the amphiphilic compound may be a multi-tail surfactant comprising: (a) A dialkyl succinate sulfonate, preferably selected from dioctyl sodium sulfosuccinate, sodium bis (tridecyl) sulfosuccinate or mixtures thereof; (b) Dialkyl quaternary ammonium compounds, preferably selected from dialkyl quaternary ammonium trimethylglycine betaine esters, diethyl oxy ester dimethyl ammonium chloride, or mixtures thereof, wherein the alkyl groups are C ₁₂ -C ₃₀ Alkyl, more preferably C ₁₄ -C ₂₂ Alkyl, even more preferably C ₁₆ -C ₁₈ An alkyl group; or (c) a mixture thereof。

Active ingredient

Any suitable active ingredient, particularly those that may be used in personal care compositions or household care compositions, may be included in the compositions according to the present invention. Such active ingredients are well known in the art and are described, for example, in US10,058,498. Relevant parts of US10,058,498 are included below.

According to the invention, the composition is preferably a personal care product or a home care product. The personal care product contains at least one active personal care ingredient. Personal care compositions include hair care, skin care, sun care, nail care, and oral care compositions. In the case of hair care or skin care products, the active personal care ingredient should provide some benefit to the user when applied to the user, and particularly when applied to the skin or hair. Personal care actives include, but are not limited to, antimicrobial agents, and in particular, antibiotics, antifungals, antibacterial agents, antidandruff agents, antimycotics, analgesics, anesthetics, vitamins, hormones, antidiarrheals, corticosteroids, anti-inflammatory agents, vasodilators, keratolytic agents (kerolytic agents), dry eye compositions, wound healing agents, anti-infective agents, as well as solvents, diluents, adjuvants, and other ingredients such as water, ethanol, isopropyl alcohol, propylene glycol, higher alcohols, glycerin, sorbitol, mineral oil, preservatives, surfactants, propellants, fragrances, essential oils, viscosity enhancers, and combinations thereof.

Other examples of active ingredients that may be suitably included (but not limited to) in personal care products corresponding to the compositions of the present invention are as follows: 1) Perfumes which induce olfactory reactions in the form of perfumes and deodorant perfumes which, in addition to providing a perfume reaction, can reduce body odor; 2) Skin cooling agents, such as menthol, menthyl acetate, menthyl pyrrolidone formate, N-ethyl-p-menthane-3-carboxamide and other derivatives of menthol, which cause a tactile response in the form of a cooling sensation on the skin; 3) Emollients, such as isopropyl myristate, silicone materials, mineral oils and vegetable oils, which cause a tactile response in the form of increased skin lubricity; 4) Deodorants other than perfumes have the function of reducing the level of or eliminating the microbial flora at the skin surface, especially those responsible for the appearance of body malodor. Precursors of deodorants other than perfumes may also be used; 5) Antiperspirant actives whose function is to reduce or eliminate perspiration at the surface of the skin; 6) A moisturizing agent that keeps skin moist by adding moisture or preventing moisture from evaporating from the skin; 7) A cleanser that removes dirt and oil from the skin; 8) A sunscreen active that protects the skin and hair from UV and other harmful light rays from the sun; 9) Hair treatments which condition hair, clean hair, straighten hair, act as styling agents, plumping and shine agents, color retention agents, antidandruff agents, hair growth promoters, hair dyes and pigments, hair perfumes, hair creams, hair bleaching agents, hair moisturizers, hair treatment agents, and anti-frizziness agents; 10 Oral care agents such as toothpastes and mouthwashes for cleaning, whitening, deodorizing and protecting teeth and gums; 11 A denture adhesive that provides adhesion characteristics to the denture; 12 Shaving products such as creams, gels and lotions and razor blade lubricating strips; 13 Tissue products such as moisturizing or cleansing wipes; 14 Cosmetic aids such as foundations, lipsticks, and eye creams; and 15) textile products such as moisturizing or cleaning wipes.

When the composition of the present invention is a home care product, the home care product comprises at least one active home care ingredient. The home care active should provide some benefit to the user. Examples of such active ingredients that may be suitably included (but not limited) according to the present invention are as follows: 1) Perfumes which induce olfactory reactions in the form of perfumes and deodorant perfumes which, in addition to providing a perfume reaction, can reduce malodor; 2) Insect repellents, the function of which is to prevent insects from entering a specific area or attacking the skin; 3) Foaming agents such as surfactants that produce foam or soap foam; 4) Pet deodorants or insecticides such as pyrethrins that reduce pet odor; 5) Shampoo and actives for pets which function to remove dirt, foreign matter and germs from the skin and hair surfaces; 6) Industrial grade bars, body washes, and liquid soap actives that remove germs, dirt, grease, and oil from the skin, disinfect the skin, and condition the skin; 7) A multipurpose cleaner for removing surface dirt, oil, grease, and germs in areas such as kitchens, bathrooms, and public facilities; 8) A disinfecting component that kills or prevents the growth of pathogens in a house or public facility; 9) Carpet and furniture upholstery cleaning actives that pick up and remove surface soil and foreign body particles and also provide softness and fragrance; 10 A garment softener active that reduces static electricity and makes the fabric feel softer; 11 A laundry detergent ingredient which removes dirt, oil, grease, stains and kills germs; 12 A laundry or detergent or fabric softener ingredient that reduces color loss during the wash, rinse, and dry cycles of fabric care; 13 A dishwashing detergent which removes stains, food, germs; 14 A toilet cleaner that removes stains, kills germs, and deodorizes; 15 Laundry pre-stain remover active that aids in stain removal from clothing; 16 A fabric sizing agent that enhances the appearance of the fabric; 17 Vehicle cleaning actives that remove dirt, grease, etc. from vehicles and equipment; 18 A lubricant that reduces friction between the parts; and 19) textile products such as dusting or disinfecting wipes.

The personal care and home care active ingredients listed above are merely examples and are not a complete list of active ingredients that can be used. Other ingredients used in these types of products are well known in the industry.

According to a preferred embodiment, the composition of the invention is a hair care composition, a priority shampoo, and in particular an anti-dandruff shampoo.

Preferred according to the invention are active ingredients soluble in amphiphilic compounds, including hydrophobic active ingredients. In terms of insolubility or limited solubility in water, the one or more active ingredients may generally have a solubility in water of less than 5wt.% at 25 ℃, preferably less than 1wt.% at 25 ℃, more preferably less than 0.1wt.% at 25 ℃.

According to a preferred embodiment, the active ingredient is as described in EP 0347199 or US 2020/0129402. In particular, as proposed in US2020/0129402, the active ingredient is selected from antimicrobial and antifungal agents like pyridone ethanolamine salt (octopirox), triclosan, chlorfenazole, ciclopirox (ciclopirox), rilopyrrole, methylhydroxyoctyloxypyridinone, strongylus (strobilurin), azoxystrobin (azoxystrobin), 1, 10-phenanthroline, ketoconazole, benzimidazole, benzothiazole, bifonazole, butoconazole nitrate, climbazole, clotrimazole, chlorconazole, epoxiconazole, bai Kang, econazole, new-conazole (elubiol), fenticonazole, fluconazole, isoconazole, ketoconazole, lanoconazole, metronidazole, miconazole, nemonazole, omutazole nitrate, sertaconazole, thiazole, and mixtures thereof, or the azole antimicrobial is a triazole selected from the group consisting of: terconazole, itraconazole, and mixtures thereof. These active ingredients are hydrophobic and are particularly suitable for anti-dandruff shampoos.

Piroctone olamine, known as pyridone ethanolamine salt (trade name), is a particularly preferred active ingredient according to the present invention. In other particularly preferred embodiments, the active ingredient is selected from piroctone olamine, ketoconazole, climbazole, zinc pyrithione, or a combination thereof.

Advantageously, in certain embodiments, the active ingredient is present in the liquid composition in an amount of at least 0.01% by weight, advantageously from 0.05% to 10% by weight, and preferably from 0.1% to 5% by weight, based on the total weight of the composition. In particular, embodiments of the liquid composition may have from 0.01wt.% to 5wt.%, more preferably from 0.05wt.% to 2wt.%, even more preferably from 0.1wt.% to 1wt.% of active ingredient, based on the total weight of the composition.

In particular, the composition according to the invention may comprise from 0.05 to 10% by weight, and preferably from 0.1 to 5% by weight, of hydrophobic active ingredient, and in particular of the antimicrobial or antifungal agents previously described, and advantageously from 0.05 to 5% by weight, and preferably from 0.1 to 1% by weight, of piroctone olamine as active ingredient. In other particularly preferred embodiments, the composition may have from 0.01wt.% to 5wt.%, more preferably from 0.05wt.% to 2wt.%, even more preferably from 0.1wt.% to 1wt.% of an active ingredient based on the total weight of the composition, wherein the active ingredient is selected from piroctone olamine, ketoconazole, climbazole, zinc pyrithione, or a combination thereof, and is preferably piroctone olamine.

According to a preferred embodiment, the composition according to the invention may comprise piroctone olamine as active ingredient, and advantageously only piroctone olamine as active ingredient.

Cationic polymers

The compositions of the present invention may comprise cationic polymers. Any cationic polymer may be used according to the present invention, especially those that may be used in personal care compositions or household care compositions. Such cationic polymers are well known in the art and are described, for example, in US 2020/0129402. The relevant disclosure of US2020/0129402 is included below.

Suitable cationic polymers include: (a) cationic guar polymer, (b) cationic non-guar galactomannan polymer, (c) cationic modified starch polymer, and in particular cationic tapioca starch polymer, (d) cationic copolymer of acrylamide monomer and cationic monomer, (e) synthetic non-crosslinked cationic polymer which may or may not form lyotropic liquid crystals when combined with surfactant (f) cationic cellulose polymer.

Cationic guar polymer (a)

The composition may comprise a cationic guar polymer that is a cationically substituted galactomannan (guar) gum derivative.

It may be a galactomannan which has been modified, for example by chemical means (e.g. quaternization), with one or more derivatizing agents containing reactive groups.

The cationic guar polymer may be obtained, for example, by a reaction between the hydroxyl groups of the galactomannan and the reactive functional groups of the derivatizing agent.

Methods of preparing cationic guar polymers are disclosed in U.S. Pat. nos. 4,663,159;5,473,059;5,387,675;3,472,840;4,031,307;4,959,464 and US 2010/0029929, all of which are incorporated herein by reference.

The cationic guar polymers of the invention contain at least one cationic group.

As used herein, the term "cationic" encompasses not only positively charged groups, but also groups that can become positively charged depending on pH.

The cationic guar polymers of the invention are guar polymers that have been chemically modified to provide the guar polymers with a net permanent positive charge in pH neutral aqueous media. Those that are not permanently charged, such as guar polymers that may be cationic below a given pH and neutral above that pH, are also within the scope of the invention.

According to any of the embodiments of the present invention, the terms "cationizing agent", "cationic group" and "cationic moiety" include ammonium (which has a positive charge) and also primary, secondary and tertiary amines and their precursors (which precursors are capable of yielding positively charged compounds).

According to the invention, the guar polymer is derivatized or modified so as to contain cationic groups. The resulting compound is a guar derivative.

According to one of the embodiments of the present invention, the guar derivatives of the present invention are produced from the reaction of guar with a cationizing agent.

The cationizing agent of the invention is defined as a compound capable of producing guar derivatives comprising at least one cationic group according to the invention by reaction with the hydroxyl groups of guar.

The cationizing agent of the invention is defined as a compound containing at least one cationic moiety. The cationizing agent comprises an agent capable of producing cationic guar.

A suitable set of derivatizing agents typically comprises a reactive functional group, such as an epoxide group, a halogen group, an ester group, an anhydride group, or an ethylenically unsaturated group, and at least one cationic moiety or precursor of such a cationic moiety.

As used herein, the term "derivatizing agent" means an agent that contains at least a cationic moiety that is grafted onto guar polymer. The term "derivatizing agent" encompasses the term "cationizing agent" as well as "grafting agent".

In one embodiment of the invention, the cationic moiety may be attached to the reactive functional group of the derivatizing agent via a divalent linking group (e.g., alkylene or oxyalkylene). Suitable cationic moieties include primary, secondary, or tertiary amino groups, or quaternary ammonium, sulfonium, or phosphonium groups.

The derivatizing agent can comprise a cationic moiety, or a precursor of a cationic moiety, which precursor comprises a cationic nitrogen moiety, more typically a quaternary ammonium moiety. Typical quaternary ammonium moieties include, but are not limited to, trialkylammonium moieties, such as trimethylammonium moieties, triethylammonium moieties, or tributylammonium moieties, aryldialkylammonium moieties, such as benzyldimethylammonium moieties, and ammonium moieties in which the nitrogen atom is a member of a cyclic structure, such as pyridinium moieties and imidazolinium moieties, each of which is combined with a counterion (typically a chloride, bromide, or iodide counterion).

Examples of cationizing agents that produce the cationic guar derivatives of the invention, according to one of the embodiments of the invention, are:

cationic epoxides such as 2, 3-epoxypropyl trimethyl ammonium chloride, 2, 3-epoxypropyl trimethyl ammonium bromide, 2, 3-epoxypropyl trimethyl ammonium iodide;

chlorohydrin functional cationic nitrogen compounds, such as 3-halo-2-hydroxypropyl trimethylammonium chloride, for example 3-chloro-2-hydroxypropyl trimethylammonium chloride,

cationic ethylenically unsaturated monomers or their precursors, such as trimethylammonium propyl methacrylamide chloride salt, trimethylammonium propyl methacrylamide methyl sulfate salt, diallyldimethylammonium chloride, vinylbenzyl trimethylammonium chloride, dimethylaminopropyl methacrylamide (tertiary amine) precursors of cationic monomers, such as N-vinylformamide, N-vinylacetamide (the units of which may be hydrolyzed after polymerization or grafted onto vinylamine units).

In one embodiment of the present invention, these cationizing agents that produce the cationic guar derivatives of the present invention are cationic epoxides such as 2, 3-epoxypropyl trimethyl ammonium chloride, 2, 3-epoxypropyl trimethyl ammonium bromide, and 2, 3-epoxypropyl trimethyl ammonium iodide.

According to the present invention, cationic groups can be introduced into guar polymers by reacting guar polymer starting materials with derivatizing agents comprising reactive functional groups and at least one cationic moiety (or precursor to a cationic moiety).

According to the invention, the cationic groups present in the guar derivatives are incorporated into the guar polymer starting material by reacting the hydroxyl groups of the guar polymer with a cationizing agent.

Preferred cationic groups are selected from the group consisting of: primary, secondary or tertiary amino groups, quaternary ammonium, sulfonium or phosphonium groups, and mixtures thereof. In a particularly preferred embodiment, the cationic groups are selected from trialkylammonium groups, such as trimethylammonium groups, triethylammonium groups, tributylammonium groups, aryldialkylammonium groups, such as benzyldimethylammonium groups, and ammonium groups in which the nitrogen atom is a member of a cyclic structure, such as pyridinium groups and imidazolinium groups, each of these cationic groups being combined with a counterion (typically a chloride, bromide, or iodide counterion). Preferably, each cationic group contains at least one cationic charge.

The degree of cationicity of guar derivatives can be expressed in terms of the degree of substitution.

As used herein, the expression "degree of cationic substitution" (DScat) means the average number of moles of cationic groups per mole of saccharide units. (Dscat) can be measured by 1H-NMR (solvent: D2O).

Once the 1H NMR spectrum is obtained, the integration of the multiple states of the peaks corresponding to the anomeric protons on all guar units (typically between 3.2-4.3 ppm) is normalized to unity. The center of the peak of interest (the one corresponding to the methyl proton of the quaternary ammonium group on the guar unit) is around 1.8 ppm. This peak is the integral of 9 protons given the presence of 3 methyl groups on the ammonium function. Thus, for the case of the cationizing agent 2, 3-epoxypropyltrimethylammonium chloride, (DS cations) are calculated as follows:

according to any of the embodiments of the present invention, guar derivatives of the present invention may have a degree of cationic substitution (DScat) of greater than or equal to about 0.08, such as greater than or equal to about 0.09, such as greater than or equal to about 0.10.

According to any of the embodiments of the present invention, guar derivatives of the present invention may have a degree of cationic substitution (DScat) of less than or equal to about 0.30, such as less than or equal to about 0.25, such as less than or equal to about 0.20.

According to one of the embodiments of the present invention, guar derivatives of the present invention may have a degree of cationic substitution (DScat) comprised between about 0.08 and about 0.30, for example between about 0.09 and about 0.25, for example between about 0.10 and about 0.25.

The cationicity of guar derivatives of the invention can also be expressed in terms of charge density. The degree of substitution of the cation can be converted to a charge density by several methods.

Preferred methods for calculating the charge density of cationic guar derivatives use methods that exactly quantify the equivalent of quaternary ammonium groups on the guar.

For cationic guar gum obtained by reacting guar gum with 3-chloro-2-hydroxypropyl trimethylammonium chloride or 2, 3-epoxypropyl trimethylammonium chloride, the cationic charge density can be calculated from the degree of cationic substitution using the following formula:

in general, the above formula depends on the groups grafted onto guar gum.

As used herein, the term "charge density" refers to the ratio of the positive charge on a monomer unit included in a polymer to the molecular weight of the monomer unit. The product of charge density and polymer molecular weight determines the number of positively charged sites on a given polymer chain.

According to the present invention, guar derivatives may have a charge density of less than about 1.2meq/g, for example from about 0.5 to about 1.2 meq/g.

According to any of the embodiments of the present invention, the guar derivatives of the present invention may further contain at least one hydroxyalkyl group.

According to the invention, the degree of hydroxyalkylation (molar substitution or MS) of the guar derivatives of the invention means the number of alkylene oxide molecules consumed by the number of free hydroxyl functions present on the guar.

According to any of the embodiments of the present invention, guar derivatives of the present invention may have a degree of hydroxyalkylation (MS) comprised between about 0 and about 1.5, for example between 0.1 and about 1.0.

According to one of the embodiments of the present invention, the hydroxyalkyl group is a C1-C6 hydroxyalkyl group, which is for example selected from the group consisting of: hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl.

Guar derivatives of the invention comprising at least one hydroxyalkyl group can be prepared, for example, by: the corresponding alkylene oxide (such as propylene oxide, for example) is reacted with guar to obtain guar derivatives which have been modified with hydroxyalkyl groups (such as hydroxypropyl groups).

The expression "average molecular weight" of the guar derivatives of the invention means the weight average molecular mass of the guar derivatives.

The average molecular weight of guar derivatives can be measured by SEC-MALS (size exclusion chromatography for detection by multi-angle light scattering detection). Molecular weight measurements were made using a value of 0.140 for dn/dc. The Wyatt MALS detector was calibrated using a 22.5KDa polyethylene glycol standard. All calculations of molecular weight distribution were performed using the ASTRA software of Wyatt. Samples were prepared as 0.05% solutions in mobile phase (100 mM Na2NO3, 200ppm NaN3, 20ppm pDAMAC) and filtered through a 0.45. Mu.mPVDF filter prior to analysis. Average molecular weight is expressed by weight.

According to any of the embodiments of the present invention, the guar derivatives of the present invention have an average molecular weight higher than about 100,000g/mol, such as higher than about 250,000g/mol, such as higher than about 500,000,000 g/mol, such as higher than about 1,500,000g/mol, such as higher than about 2,000,000g/mol.

According to any of the embodiments of the present invention, the guar derivatives of the present invention have an average molecular weight of less than about 3,500,000g/mol, for example less than about 3,000,000g/mol.

According to one of the embodiments of the present invention, the average molecular weight of the guar derivatives of the present invention is comprised between about 100,000g/mol and about 3,500,000g/mol, for example between about 250,000g/mol and about 3,000,000g/mol, for example between about 500,000g/mol and 2,500,000 g/mol. According to another embodiment, the average molecular weight of the guar derivatives of the invention comprises between about 1,000,000g/mol and about 3,500,000g/mol, for example between about 1,500,000g/mol and about 3,500,000g/mol, for example between about 2,000,000g/mol and 3,000,000g/mol.

Cationic non-guar galactomannan polymer (b)

The compositions of the invention may comprise a galactomannan polymer derivative having a mannose to galactose ratio of greater than 2:1 on a monomer to monomer basis. The galactomannan polymer derivative may be selected from the group consisting of: cationic galactomannan polymer derivatives and amphoteric galactomannan polymer derivatives having a net positive charge. As used herein, the term "cationic galactomannan" refers to a galactomannan polymer to which cationic groups are added. The term "amphoteric galactomannan" refers to a galactomannan polymer to which cationic groups and anionic groups have been added such that the polymer has a net positive charge.

The galactomannan polymer is present in the endosperm of leguminous seeds. The galactomannan polymer is composed of a combination of mannose monomers and galactose monomers. Galactomannan molecules are linear mannans branched at regular intervals with a single galactose unit at a specific mannose unit. The mannose units are linked to each other by means of beta (1-4) glycosidic linkages. Galactose branching occurs through alpha (1-6) linkages. The ratio of mannose monomers to galactose monomers varies depending on the plant species and is also subject to climate. The non-guar galactomannan polymer derivatives preferably used according to the present invention have a mannose to galactose ratio of greater than 2:1 on a monomer to monomer basis. Suitable mannose to galactose ratios may be greater than about 3:1, and mannose to galactose ratios may be greater than about 4:1. Analysis of mannose to galactose ratios is well known in the art and is typically based on measurement of galactose content.

Gums for preparing non-guar galactomannan polymer derivatives are typically obtained as naturally occurring materials such as seeds or beans from plants. Examples of various non-guar galactomannan polymers include, but are not limited to, tara gum (3 parts mannose/1 part galactose), locust bean or carob (4 parts mannose/1 part galactose), and cassia gum (5 parts mannose/1 part galactose).

The non-guar galactomannan polymer derivative may have a molecular weight from about 1,000 to about 10,000,000g/mol, and/or from about 5,000 to about 3,000,000 g/mol.

The compositions of the present invention may further comprise a galactomannan polymer derivative having a cationic charge density from about 0.5meq/g to about 7 meq/g. The galactomannan polymer derivative may have a cationic charge density from about 1meq/g to about 5 meq/g. The degree of substitution of the cationic groups on the galactomannan structure should be sufficient to provide the requisite cationic charge density.

The galactomannan polymer derivative may be a cationic derivative of a non-guar galactomannan polymer, which is obtained by reaction between the hydroxyl groups of the polygalactomannan polymer and the reactive quaternary ammonium compound. Suitable quaternary ammonium compounds for forming the cationic galactomannan polymer derivative include formulas 1-5 as defined above.

The cationic non-guar galactomannan polymer derivative formed from the above reagents is represented by formula 6:

wherein R is a gum and R ³ 、R ⁴ 、R ⁵ And R is ⁷ Is as defined above. The cationic galactomannan derivative may be collagen hydroxypropyl trimethyl ammonium chloride, which may be more particularly prepared from tong

Formula 7:

alternatively, the galactomannan polymer derivative may be an amphoteric galactomannan polymer derivative having a net positive charge, which is obtained when the cationic galactomannan polymer derivative further comprises an anionic group.

The cationic non-guar galactomannans can have a mannose to galactose ratio of greater than about 4:1, a molecular weight of from about 1,000g/mol to about 10,000,000g/mol, and/or from about 50,000g/mol to about 1,000,000g/mol, and/or from about 100,000g/mol to about 900,000g/mol, and/or from about 150,000g/mol to about 400,000g/mol, and a cationic charge density of from about 1meq/g to about 5meq/g, and/or from 2meq/g to about 4meq/g, and can be derived from cinnamon plants.

Cationic modified starch polymers, and in particular cationic tapioca starch polymers (c)

The composition may comprise a water-soluble cationically modified starch polymer. As used herein, the term "cationically modified starch" refers to a starch to which cationic groups have been added prior to degradation of the starch to smaller molecular weights or to which cationic groups have been added after modification of the starch to achieve a desired molecular weight. The term "cationically modified starch" is defined to also include amphiphilically modified starches. The term "amphiphilically modified starch" refers to starch hydrolysates to which cationic and anionic groups have been added.

The cationically modified starch polymers disclosed herein have a nitrogen fixation percentage of from about 0.5% to about 4%.

The cationically modified starch polymer used in the composition may have a molecular weight of from about 850,000g/mol to about 1,500,000g/mol and/or from about 900,000g/mol to about 1,500,000 g/mol.

The composition may comprise a cationically modified starch polymer having a charge density from about 0.2meq/g to about 5meq/g, and/or from about 0.2meq/g to about 2 meq/g. Chemical modifications to achieve such charge densities include, but are not limited to, adding amino and/or ammonium groups to starch molecules. Non-limiting examples of such ammonium groups may include substituents such as hydroxypropyl ammonium trichloride, trimethylhydroxypropyl ammonium chloride, dimethyl stearyl hydroxypropyl ammonium chloride, and dimethyl dodecyl hydroxypropyl ammonium chloride. See Solarek, d.b., cationic Starches in Modified Starches: properties and Uses [ cationic starch in modified starch: properties and uses ], wurzburg, O.B. editions, CRC Press, inc. [ CRC Press ], bokaraton, florida, 1986, pages 113-125. Cationic groups may be added to the starch prior to degradation to smaller molecular weight, or may be added after such modification.

Cationic modified starch polymersAnd often have a degree of substitution of cationic groups of from about 0.2 to about 2.5. As used herein, the "degree of substitution" of a cationically modified starch polymer is an average measure of the number of hydroxyl groups per anhydroglucose unit derived from the substituent. Since each anhydroglucose unit has three potential hydroxyl groups available for substitution, the maximum possible substitution is 3. The degree of substitution is expressed as moles of substituents per molecule of anhydroglucose unit on a molar average basis. The degree of substitution may be determined using proton nuclear magnetic resonance spectroscopy (the term "nuclear magnetic resonance spectroscopy"; ¹ h NMR ") method. Suitable for ¹ H NMR techniques include those described in the following: "Observation on NMR Spectra of Starches in Dimethyl Sulfoxide, iodine-completing, and Solvating in Water-Dimethyl Sulfoxide [ observations of nuclear magnetic resonance spectrum of starch in dimethyl sulfoxide, iodine complexation and solvation in water-dimethyl sulfoxide ]]", qin-Ji Peng and Arthur S.Perlin, carbohydrate Research [ carbohydrate Studies ]]160 (1987), 57-72; and "An Approach to the Structural Analysis of Oligosaccharides by NMR Spectroscopy [ method for structural analysis of oligosaccharides by NMR spectroscopy ] ]", J.Howard Bradbury and J.Grant Collins, carbohydrate Research [ carbohydrate research ]],71,(1979),15-25。

The source of starch prior to chemical modification may be selected from a variety of sources such as tubers, legumes, grains, and cereal grains. Non-limiting examples of such source starches may include corn starch, wheat starch, rice starch, waxy corn starch, oat starch, tapioca (cassava) starch, waxy barley, waxy rice (waxy rice) starch, glutinous rice (glutens rice) starch, sweet rice starch, amylopectin, potato starch, tapioca starch (tapioca starch), oat starch, sago starch, sweet rice, or mixtures thereof.

The cationically modified starch polymer may be selected from the group consisting of degraded cationic maize starch, cationic tapioca starch, cationic potato starch, and mixtures thereof. Alternatively, the cationically modified starch polymers are cationic corn starch and cationic tapioca starch.

The starch may include one or more additional modifications either before degradation to the smaller molecular weight or after modification to the smaller molecular weight. For example, these modifications may include crosslinking, stabilization reactions, phosphorylation, and hydrolysis. Stabilization reactions may include alkylation and esterification.

The cationically modified starch polymer may be incorporated into the composition in the following form: hydrolyzed starch (e.g., acid, enzyme, or base degradation), oxidized starch (e.g., peroxide, peracid, hypochlorite, basic oxidizer, or any other oxidizer), physically/mechanically degraded starch (e.g., thermo-mechanical energy input via processing equipment), or a combination thereof.

The preferred form of starch is one that is readily soluble in water and forms a substantially transparent (about 80% transmittance at 600 nm) solution in water. The transparency of the composition was measured by ultraviolet/visible (UV/VIS) spectrophotometry using a granada-Macbeth colorimeter Color i 5 (Gretag Macbeth) according to the relevant instructions to determine the absorption or transmission of UV/VIS light by the sample. Light wavelengths of 600nm have been shown to be suitable for characterizing the clarity of cosmetic compositions.

Suitable cationically modified starches for use in the compositions of the invention are available from known starch suppliers. Suitable cationically modified starches are nonionic modified starches which can be further derivatized to cationically modified starches as is well known in the art. Other suitable modified starch starting materials may be quaternized, as is well known in the art, to produce cationically modified starch polymers suitable for use in the compositions of the invention.

The starch degradation procedure may be performed as follows: starch slurries may be prepared by mixing granular starch in water. The temperature was raised to about 35 ℃. An aqueous solution of potassium permanganate was then added at a concentration of about 50ppm based on starch. The pH was raised to about 11.5 with sodium hydroxide and the slurry was stirred well to prevent starch settling. Then, an approximately 30% solution of hydrogen peroxide diluted in water is added to a level of approximately 1% peroxide based on starch. The pH of about 11.5 was then restored by adding additional sodium hydroxide. The reaction is completed in a period of about 1 to about 20 hours. The mixture was then neutralized with dilute hydrochloric acid. Degraded starch is recovered by filtration followed by washing and drying.

Cationic copolymers of acrylamide monomers and cationic monomers (d)

The composition may comprise a cationic copolymer of an acrylamide monomer and a cationic monomer, wherein the copolymer has a charge density of from about 1.0meq/g to about 3.0 meq/g. The cationic copolymer may be a cationic copolymer of a synthetic acrylamide monomer and a cationic monomer.

The cationic copolymer may comprise:

(i) An acrylamide monomer having the general formula AM:

wherein R is ⁹ Is H or C1 to C4 alkyl; and R is ¹⁰ And R is ¹¹ Independently selected from H, C to C4 alkyl, -CH2OCH3, -CH ₂ OCH ₂ CH(CH ₃ ) ₂ And phenyl, or together are C3 to C6 cycloalkyl; and

(ii) A cationic monomer having the general formula CM:

wherein each of k=1, v', and v "is independently an integer from 1 to 6, w is zero or an integer from 1 to 10, and X-is an anion.

The cationic monomer may have the general formula CM and wherein k=1, v=3

And w=0, z=1 and X-is Cl-, corresponding to the following structure:

the above structure may be referred to as a diquat. Alternatively, the cationic monomer may have the general formula CM and wherein v and v "eachFrom 3, v' =1, w=1, y=1 and X-is Cl ^- Corresponding to the following structure:

the above structure may be referred to as a triquat.

Suitable acrylamide monomers include, but are not limited to, acrylamide or methacrylamide.

The cationic copolymer (d) may be AM:TRQUAT, which is a copolymer of acrylamide and 1, 3-propane diammonium, N- [2- [ [ [ dimethyl [3- [ (2-methyl-1-oxo-2-propenyl) amino ] propyl ] quaternary amino ] acetyl ] amino ] ethyl ] 2-hydroxy-N, N, N ', N ', N ' -pentamethyl-, trichloride. AM:TRIQUAT is also known as polyquaternium 76 (PQ 76). AM TRIQUAT may have a charge density of 1.6meq/g and a molecular weight of 1,100,000 g/mol.

Further, the cationic copolymer (d) may have an acrylamide monomer and a cationic monomer, wherein the cationic monomer is selected from the group consisting of: dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, di-t-butylaminoethyl (meth) acrylate, dimethylaminomethyl (meth) acrylamide, dimethylaminopropyl (meth) acrylamide; ethyleneimine, vinylamine, 2-vinylpyridine, 4-vinylpyridine, ethyl (meth) acrylate trimethylammonium chloride, ethyl (meth) acrylate trimethylammonium methyl sulfate, ethyl (meth) acrylate benzyldimethylammonium chloride, ethyl (meth) acrylate 4-benzoylbenzyldimethylammonium chloride, trimethylammonioethyl (meth) acrylamido chloride, trimethylammoniopropyl (meth) acrylamido chloride, vinylbenzyltrimethylammonium chloride, diallyldimethylammonium chloride, and mixtures thereof.

The cationic copolymer (d) may comprise a cationic monomer selected from the group consisting of: cationic monomers include ethyl (meth) acrylate trimethylammonium chloride, ethyl (meth) acrylate trimethylammonium methyl sulfate, ethyl (meth) acrylate benzyldimethylammonium chloride, ethyl acrylate 4-benzoylbenzyldimethylammonium chloride, trimethylammonioethyl (meth) acrylamido chloride, trimethylammoniopropyl (meth) acrylamido chloride, vinylbenzyltrimethylammonium chloride, and mixtures thereof.

The cationic copolymer (d) may be water-soluble. The cationic copolymer may be formed from: (1) Copolymers of (meth) acrylamide and (meth) acrylamide-based cationic monomers, and/or hydrolysis-stable cationic monomers, (2) terpolymers of (meth) acrylamide, cationic (meth) acrylate-based monomers, and (meth) acrylamide-based monomers, and/or hydrolysis-stable cationic monomers. The cationic (meth) acrylate-based monomer may be a cationized ester of (meth) acrylic acid containing a quaternized N atom. The cationized esters of (meth) acrylic acid containing a quaternized N atom may be quaternized dialkylaminoalkyl (meth) acrylates having C1 to C3 in the alkyl and alkylene groups. Suitable cationized esters of (meth) acrylic acid containing a quaternized N atom may be selected from the group consisting of: ammonium salts of dimethylaminomethyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, diethylaminomethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, and diethylaminopropyl (meth) acrylate quaternized with methyl chloride. The cationized esters of (meth) acrylic acid containing a quaternized N-atom can be dimethylaminoethyl acrylate (ADAME-Quat) quaternized with alkyl halides, or with methyl chloride or benzyl chloride or dimethyl sulfate. The cationic monomer when based on (meth) acrylamide may be a quaternized dialkylaminoalkyl (meth) acrylamide having from C1 to C3 in the alkyl and alkylene groups, or a dimethylaminopropyl acrylamide quaternized with an alkyl halide, or methyl or benzyl chloride or dimethyl sulfate.

Suitable cationic (meth) acrylamide-based monomers include quaternized dialkylaminoalkyl (meth) acrylamides having from C1 to C3 in the alkyl and alkylene groups. The cationic monomer based on (meth) acrylamide may be dimethylaminopropyl acrylamide quaternized with an alkyl halide, in particular methyl chloride or benzyl chloride or dimethyl sulfate.

The cationic monomer may be a hydro-stable cationic monomer. In addition to dialkylaminoalkyl (meth) acrylamides, the hydrolysis-stable cationic monomers can be all monomers that can be considered stable in the OECD hydrolysis test. The cationic monomer may be hydrolytically-stable and the hydrolytically-stable cationic monomer may be selected from the group consisting of: diallyl dimethyl ammonium chloride and water-soluble cationic styrene derivatives.

The cationic copolymer may be a terpolymer of acrylamide, 2-dimethylaminoethyl (meth) acrylate (ADAME-Q) quaternized with methyl chloride, and 3-dimethylaminopropyl (meth) acrylamide (DIMAPA-Q) quaternized with methyl chloride. The cationic copolymer may be formed from acrylamide and acrylamidopropyl trimethyl ammonium chloride, wherein the acrylamidopropyl trimethyl ammonium chloride has a charge density of from about 1.0meq/g to about 3.0 meq/g.

The cationic copolymer can have a charge density of from about 1.1meq/g to about 2.5meq/g, or from about 1.1meq/g to about 2.3meq/g, or from about 1.2meq/g to about 2.2meq/g, or from about 1.2meq/g to about 2.1meq/g, or from about 1.3meq/g to about 2.0meq/g, or from about 1.3meq/g to about 1.9 meq/g.

The cationic copolymer can have a molecular weight of from about 100,000g/mol to about 1,500,000g/mol, or from about 300,000g/mol to about 1,500,000g/mol, or from about 500,000g/mol to about 1,500,000g/mol, or from about 700,000g/mol to about 1,000,000g/mol, or from about 900,000g/mol to about 1,200,000 g/mol.

The cationic copolymer (d) may be a trimethyl quaternary amino propyl methacrylamide chloride-N-acrylamide copolymer, also known as AM: MAPTAC. MAPTAC may have a charge density of about 1.3meq/g and a molecular weight of about 1,100,000 g/mol. The cationic copolymer may be AM: ATPAC. The ATPAC may have a charge density of about 1.8meq/g and a molecular weight of about 1,100,000 g/mol.

Synthetic non-crosslinked cationic polymers (e)

The composition may comprise a cationic synthetic polymer, which may be formed from

i) One or more cationic monomer units, and optionally

ii) one or more monomer units bearing a negative charge, and/or

iii) A nonionic monomer which is capable of reacting with the nonionic monomer,

wherein the subsequent charge of the copolymer is positive. The ratio of the three types of monomers is given by "m", "p", and "q", where "m" is the number of cationic monomers, "p" is the number of monomers bearing a negative charge and "q" is the number of nonionic monomers.

The cationic polymer may be water-soluble or dispersible non-crosslinked and synthetic cationic polymers having the structure:

wherein a may be one or more of the following cationic moieties:

wherein:

@ = amide, alkylamide, ester, ether, alkyl or alkylaryl;

y=c1-C22 alkyl, alkoxy, alkylene, alkyl or aryloxy;

ψ = C1-C22 alkyl, alkyloxy, alkylaryl or alkylaryl oxy;

z = C1-C22 alkyl, alkyloxy, aryl or aryloxy;

r1= H, C1-C4 linear or branched alkyl;

s=0 or 1, n=0 or more than or equal to 1;

t and r7=c1-C22 alkyl;

X ^- =halogen ion, hydroxide, alkoxide, sulfate, or alkylsulfate;

monomers bearing a negative charge are defined by: r2' = H, C1-C4 linear or branched alkyl and R3 is selected from

Wherein d= O, N, or S;

q=nh2 or O;

u=1, 2, 3, 4, 5 or 6;

t=0 or 1;

j=an oxidizing functional group containing the following element P, S, C;

and the nonionic monomer is defined by: r2 "= H, C1-C4 linear or branched alkyl, r6=linear or branched alkyl, alkylaryl, aryloxy, alkyloxy, alkylaryl oxy, and β is defined as

Wherein G' and G "are independently of each other O, S or N-H, and l=0 or 1.

Examples of cationic monomers include aminoalkyl (meth) acrylates, (meth) aminoalkyl (meth) acrylamides; monomers comprising at least one secondary, tertiary or quaternary amine function or a heterocyclic group containing a nitrogen atom, vinylamine or ethyleneimine; diallyl dialkyl ammonium salts; mixtures thereof, salts thereof, and macromers derived therefrom.

Further examples of cationic monomers include dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, di-t-isobutylaminoethyl (meth) acrylate, dimethylaminomethyl (meth) acrylamide, dimethylaminopropyl (meth) acrylamide, ethyleneimine, vinylamine, 2-vinylpyridine, 4-vinylpyridine, ethyl tri (meth) acrylate trimethylammonium chloride, ethyl (meth) acrylate trimethylammonium methyl sulfate salt, ethyl (meth) acrylate benzylammonium chloride, ethyl 4-benzoylbenzylammonium chloride, trimethylammonium ethyl (meth) acrylamido chloride, trimethylammonium propyl (meth) acrylamido chloride, vinylbenzyl trimethylammonium chloride, diallyldimethylammonium chloride.

Suitable cationic monomers include those comprising a cationic polymer having the formula-N (Ra) ₃ ⁺ Wherein Ra, which are the same or different, represent a hydrogen atom, an alkyl group containing 1 to 10 carbon atoms, or a benzyl group, optionally carrying a hydroxyl group, and comprises an anion (counter ion). Examples of anions are halogen ions (e.g. chlorine, bromine), sulfate, bisulfate, alkylsulfate (e.g. containing 1 to 6 carbon atoms), phosphate, citrate, formate and acetate.

Suitable cationic monomers include ethyl (meth) acrylate trimethylammonium chloride, ethyl (meth) acrylate trimethylammonium methyl sulfate, ethyl (meth) acrylate benzyldimethylammonium chloride, ethyl acrylate 4-benzoylbenzyldimethylammonium chloride, trimethylammoniumethyl (meth) acrylamido chloride, vinylbenzyltrimethylammonium chloride.

Additional suitable cationic monomers include trimethylammoniopropyl (meth) acrylamido chloride.

Examples of monomers bearing a negative charge include: an alpha ethylenically unsaturated monomer comprising a phosphate or phosphonate group, an alpha ethylenically unsaturated monocarboxylic acid, a monoalkyl ester of an alpha ethylenically unsaturated dicarboxylic acid, a monoalkyl amide of an alpha ethylenically unsaturated dicarboxylic acid, an alpha ethylenically unsaturated compound comprising a sulfonate group, and a salt of an alpha ethylenically unsaturated compound comprising a sulfonate group.

Suitable negatively charged monomers include acrylic acid, methacrylic acid, vinylsulfonic acid, salts of vinylsulfonic acid, vinylbenzenesulfonic acid, salts of vinylbenzenesulfonic acid, alpha-acrylamidomethylpropane sulfonic acid, salts of alpha-acrylamidomethylpropane sulfonic acid, 2-sulfoethyl methacrylate, salts of acrylamido-2-methylpropane sulfonic Acid (AMPS), salts of acrylamido-2-methylpropane sulfonic acid, and styrenesulfonate (SS).

Examples of nonionic monomers include vinyl acetate, amides of alpha ethylenically unsaturated carboxylic acids, esters of alpha ethylenically unsaturated monocarboxylic acids with hydrogenated or fluorinated alcohols, polyethylene oxide (meth) acrylates (i.e., polyethoxylated (meth) acrylic acid), monoalkyl esters of alpha ethylenically unsaturated dicarboxylic acids, monoalkyl amides of alpha ethylenically unsaturated dicarboxylic acids, vinyl nitriles, vinyl amine amides, vinyl alcohols, vinyl pyrrolidone, and vinyl aromatics.

Suitable nonionic monomers include styrene, acrylamide, methacrylamide, acrylonitrile, methyl acrylate, ethyl acrylate, n-propyl acrylate, n-butyl acrylate, methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, n-butyl methacrylate, 2-ethyl-hexyl acrylate, 2-ethyl-hexyl methacrylate, 2-hydroxyethyl acrylate, and 2-hydroxyethyl methacrylate.

Anionic counterions associated with the synthetic cationic polymers (X ^- ) Any known counterion can be used as long as the polymer remains soluble or dispersible in water, in the composition, or in the coacervate phase of the composition, and as long as the counterion is physically and chemically compatible with the essential components of the composition or does not otherwise unduly impair product performance, stability, or aesthetics. Non-limiting examples of such counter ions include halide (e.g., chloride, fluoride, bromide, iodide), sulfate, and methylsulfate.

Cationic cellulose Polymer (f)

Suitable cationic cellulose polymers are salts of hydroxyethyl cellulose reacted with trimethylammonium substituted epoxides, which are known in the industry (CTFA) as polyquaternium 10 and are available from the Dow/erichol corp (Dow/Amerchol corp.) (Edison, n.j., USA) of new jersey) as their polymers LR, JR, and KG series of polymers. Non-limiting examples include: JR-400, JR-125, JR-30M, KG-30M, JP, LR-400 and mixtures thereof. Other suitable types of cationic celluloses include polymeric quaternary ammonium salts (known in the industry (CTFA) as polyquaternium 24) of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide. These materials are available from the Dow/Emmett company under the trade name polymer LM-200. Other suitable types of cationic celluloses include polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide and trimethyl ammonium-substituted epoxide (referred to in the industry (CTFA) as polyquaternary ammonium salt 67). These materials are available from Dow/Emmett high under the trade names SoftCAT Polymer SL-5, softCAT Polymer SL-30, polymer SL-60, polymer SL-100, polymer SK-L, polymer SK-M, polymer SK-MH, and Polymer SK-H.

Suitable cationic cellulose polymers may have a cationic charge density of from about 0.5meq/gm to about 2.5meq/gm, and/or from about 0.6meq/gm to about 2.2meq/gm, and/or from about 0.6meq/gm to about 2.0 meq/gm. Further, the cationic charge density may be about 1.9meq/gm. The polymer also has a molecular weight of from about 200,000 to about 3,000,000g/mol, and/or from about 300,000 to about 2,200,000g/mol, from about 1,000,000 to about 2,200,000g/mol, and/or from about 300,000 to about 1,500,000 g/mol. The cationic cellulose polymer can have a cationic charge density of from about 1.7 to about 2.1meq/gm and a molecular weight of from about 1,000,000 to about 2,000,000 g/mol.

In particular, the composition according to the invention comprises at least 0.01% by weight, advantageously from 0.1% to 5% by weight, and preferably from 0.1% to 1% by weight, relative to the total weight of the composition, of a cationic polymer, and in particular of a cationic guar polymer, chosen in particular from those previously described.

According to a preferred embodiment, the composition according to the invention comprises a composition from Solvay, soy-Utility CoThe series of guar hydroxypropyl trimethylammonium chloride and/or hydroxypropyl guar hydroxypropyl trimethylammonium chloride are used as cationic polymers and advantageously comprise only guar hydroxypropyl trimethylammonium chloride, hydroxypropyl guar hydroxypropyl trimethylammonium chloride or mixtures thereof as cationic polymers.

Amphiphilic surfactant system

The amphiphilic surfactant system used herein generally has at least one water-soluble amphiphilic surfactant. Such water-soluble amphiphilic surfactants are well known and are commonly used in foaming compositions and cleaning compositions. Further, in particularly preferred embodiments, the water-soluble amphiphilic surfactant is highly soluble in water. In this regard, the water-soluble amphiphilic surfactant system may have a solubility in water of at least 1wt.% at 25 ℃, preferably at least 3wt.% at 25 ℃, more preferably at least 5wt.% at 25 ℃, even more preferably at least 8wt.% at 25 ℃, and the water-soluble amphiphilic surfactant may have a solubility in water of up to 70wt.% at 25 ℃. Furthermore, the water-soluble amphiphilic surfactant may have an HLB of more than 12, preferably more than 15.

Particularly preferred water-soluble amphiphilic surfactants may include anionic surfactants. It should be clear that the amphiphilic surfactants discussed herein, including anionic surfactants, are different from the amphiphilic compounds discussed above, including multi-tail surfactants. One of the major differences between the above discussed amphiphilic compounds and the amphiphilic surfactant systems having at least one water-soluble amphiphilic surfactant discussed herein is the difference in water solubility. As discussed above, amphiphilic compounds are insoluble in water or have limited solubility in water at 25 ℃. In contrast, amphiphilic surfactant systems having at least one water-soluble amphiphilic surfactant are generally soluble in water, and in preferred embodiments are highly soluble in water.

Anionic surfactants are additional components different from the amphiphilic compounds, including any multi-tail surfactants. In the composition, the weight of the water-soluble amphiphilic surfactant, including any anionic surfactant, is generally higher than the weight of the amphiphilic compound, including any multi-tail surfactant. If multiple water-soluble amphiphilic surfactants, including multiple anionic surfactants, are present in the composition, the total amount will be considered. In the same manner, if multiple amphiphilic compounds, including any multi-tail surfactant, are present in the composition, the total amount will be considered.

Suitable anionic surfactants for use in the composition may be alkyl and alkyl ether sulphates. Other suitable anionic surfactants may be water soluble salts of the reaction product of organic sulfuric acid. Still other suitable anionic surfactants may be the reaction product of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide. Other similar anionic surfactants are described in U.S. Pat. nos. 2,486,921;2,486,922; and 2,396,278, which are incorporated herein by reference in their entirety.

Exemplary anionic surfactants include, but are not limited to, ammonium lauryl sulfate, ammonium laureth sulfate, ammonium C10-15 alkyl polyether sulfate, ammonium C10-15 alkyl sulfate, ammonium C11-15 alkyl sulfate, ammonium decyl polyether sulfate, ammonium undecyl polyether sulfate, triethylamine lauryl sulfate, triethylamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate triethanolamine, laureth sulfate monoethanolamine, laureth sulfate diethanolamine, laureth sulfate sodium monoglyceride sulfate, sodium lauryl sulfate, laureth sulfate sodium, C10-15 sodium alkanolamine sulfate, C10-15 sodium alkyl sulfate, C11-15 sodium alkyl sulfate, decyl sodium sulfate sodium decyl alcohol polyether sulfate, sodium undecyl alcohol polyether sulfate, potassium lauryl sulfate, potassium laureth sulfate, potassium C10-15 alkyl polyether sulfate, potassium C10-15 alkyl sulfate, potassium C11-15 alkyl sulfate, potassium decyl alcohol polyether sulfate, potassium undecyl polyether sulfate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosinate, cocoyl sarcosinate, ammonium cocoyl sulfate, ammonium lauroyl sulfate, sodium cocoyl sulfate, sodium lauroyl sulfate, potassium cocoyl sulfate, potassium lauryl sulfate, triethanolamine lauryl sulfate, monoethanolamine cocoyl sulfate, monoethanolamine lauryl sulfate, sodium tridecyl benzene sulfonate, sodium dodecyl benzene sulfonate, sodium cocoyl isethionate and combinations thereof. The anionic surfactant may be Sodium Lauryl Sulfate (SLS), sodium laureth sulfate (SLES), ammonium Lauryl Sulfate (ALS) or ammonium laureth sulfate (ALES), preferably Sodium Lauryl Sulfate (SLS) or sodium laureth sulfate (SLES).

The composition of the present invention may further comprise an anionic surfactant selected from the group consisting of:

a)R1 O(CH2CHR3O)y SO3M；

b) CH3 (CH 2) zCHR 2 CH 2O (CH 2 CHR 3O) ySO 3M; and

c) A mixture of these and a mixture of these,

wherein R1 represents CH3 (CH 2) 10, R2 represents H or a hydrocarbon group containing 1 to 4 carbon atoms such that the sum of the carbon atoms in z and R2 is 8, R3 is H or CH3, y is 0 to 7, the average value of y is about 1 when y is other than zero (0), and M is a monovalent or divalent positively charged cation.

Suitable anionic alkyl sulfate and alkyl ether sulfate surfactants include, but are not limited to, those having branched alkyl chains synthesized from C8 to C18 branched alcohols, which may be selected from the group consisting of: guerbet (Guerbet) alcohols, alcohols produced by aldol condensation, oxo alcohols (oxo alcohols), fischer-tropsch oxo alcohols, and mixtures thereof. Non-limiting examples of 2-alkyl branched alcohols include oxo alcohols such as 2-methyl-1-undecanol, 2-ethyl-1-decanol, 2-propyl-1-nonanol, 2-butyl-1-octanol, 2-methyl-1-dodecanol, 2-ethyl-1-undecanol, 2-propyl-1-decanol, 2-butyl-1-nonanol, 2-pentyl-1-octanol, 2-pentyl-1-heptanol, and under the trade name(Sha Suo group (Sasol)), >(Sha Suo group), and->Those sold by Shell, and produced by condensation of Guerbet alcohol and aldolRaw alcohols such as 2-ethyl-1-hexanol, 2-propyl-1-butanol, 2-butyl-1-octanol, 2-butyl-1-decanol, 2-pentyl-1-nonanol, 2-hexyl-1-octanol, 2-hexyl-1-decanol and are under the trade name(Sha Suo group) or as alcohol ethoxylates and alkoxylates under the trade name LUTENSOL->(BASF) and LUTENSOL +>(basf corporation).

Anionic alkyl and alkyl ether sulfates may also include those synthesized from C8 to C18 branched alcohols derived from butene or propylene under the trade name EXXAL ^TM (Exxon) of Exxon)(Sha Suo group). This includes the anionic surfactants of the subclass trideceth-n sodium sulfate (STnS), where n is between about 0.5 and about 3.5. Exemplary surfactants of this subclass are sodium trideceth-2 sulfate and sodium trideceth-3 sulfate. The composition of the present invention may also include sodium tridecyl sulfate.

The surfactant system may comprise one or more anionic surfactants based on amino acids. Non-limiting examples of amino acid based anionic surfactants may include sodium, ammonium or potassium salts of acyl glycinates; sodium, ammonium or potassium salts of acyl sarcosinates; sodium, ammonium or potassium salts of acyl glutamate; sodium, ammonium, or potassium salts of acyl alanine salts and combinations thereof.

The amino acid based anionic surfactant may be a glutamate, for example an acyl glutamate. Non-limiting examples of acyl glutamates may be selected from the group consisting of: sodium cocoyl glutamate, disodium cocoyl glutamate, ammonium cocoyl glutamate, diammonium cocoyl glutamate, sodium lauroyl glutamate, disodium lauroyl glutamate, sodium cocoyl glutamate hydrolysate wheat protein glutamate, disodium cocoyl glutamate hydrolysate wheat protein glutamate, potassium cocoyl glutamate, dipotassium cocoyl glutamate, potassium lauroyl glutamate, dipotassium lauroyl glutamate, potassium cocoyl glutamate hydrolysate wheat protein glutamate, dipotassium cocoyl glutamate, sodium octanoyl glutamate, disodium octanoyl glutamate, potassium octanoyl glutamate, dipotassium octanoyl glutamate, sodium undecenoyl glutamate, disodium undecenoyl glutamate, potassium undecenoyl glutamate undecylenoyl dipotassium glutamate, disodium hydrogenated tallow glutamate, sodium stearoyl glutamate, disodium stearoyl glutamate, potassium stearoyl glutamate, dipotassium stearoyl glutamate, sodium myristoyl glutamate, disodium myristoyl glutamate, potassium myristoyl glutamate, dipotassium myristoyl glutamate, sodium cocoyl/hydrogenated tallow glutamate, sodium cocoyl/palmitoyl/sunflower oleoyl (sunfloweroyl) glutamate, sodium hydrogenated tallow acyl glutamate, sodium olive oleoyl glutamate, disodium olive oleoyl glutamate, sodium palm oleoyl glutamate, disodium palm oleoyl glutamate, cocoyl glutamate TEA salts, hydrogenated tallow acyl glutamate TEA salts, lauroyl glutamate TEA salts, and mixtures thereof.

The amino acid based anionic surfactant may be an alanine salt, for example an acyl alanine salt. Non-limiting examples of acyl alanine salts can include sodium cocoyl alanine, sodium lauroyl alanine, sodium N-dodecanoyl-1-alanine, and combinations thereof.

The amino acid based anionic surfactants can be succinate sulfonates, anionic alkyl and alkyl ether sulfosuccinate salts, and mixtures thereof.

Non-limiting examples of sarcosinates may be selected from the group consisting of: sodium lauroyl sarcosinate, sodium cocoyl sarcosinate, sodium myristoyl sarcosinate, cocoyl sarcosinate TEA salt, ammonium cocoyl sarcosinate, ammonium lauroyl sarcosinate, di-lauroyl glutamate/lauroyl sarcosinate, disodium lauroyl diacetate, isopropyl lauroyl sarcosinate, potassium cocoyl sarcosinate, potassium lauroyl sarcosinate, sodium cocoyl sarcosinate, sodium myristoyl sarcosinate, sodium oleoyl sarcosinate, sodium palmitoyl sarcosinate, TEA cocoyl sarcosinate, TEA oleoyl sarcosinate, TEA palmitoyl sarcosinate, and combinations thereof.

The amino acid based anionic surfactant may be a glycinate, for example an acyl glycinate. Non-limiting examples of acyl glycinates may include sodium cocoyl glycinate, sodium lauroyl glycinate, and combinations thereof.

The composition may contain an additional anionic surfactant selected from the group consisting of: isethionates, sulfonates, acetate sulfonates, glucose carboxylates, alkyl ether carboxylates, acyl taurates, and mixtures thereof.

Suitable isethionate surfactants may include the reaction product of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide. Suitable fatty acids for isethionate surfactants may be derived from coconut oil or palm kernel oil containing an amide of methyl taurate (methyl tauride). Non-limiting examples of isethionates may be selected from the group consisting of: sodium lauroyl methyl isethionate, sodium cocoyl isethionate, ammonium cocoyl isethionate, sodium hydrogenated cocoyl methyl isethionate, sodium lauroyl isethionate, sodium cocoyl methyl isethionate, sodium myristoyl isethionate, sodium oleoyl isethionate, sodium oleyl methyl isethionate, sodium palmitoyl (palm kernel) isethionate, sodium stearyl methyl isethionate, and mixtures thereof.

Non-limiting examples of sulfonates may include alpha olefin sulfonate, linear alkylbenzene sulfonate, sodium laurylglucoside hydroxypropyl sulfonate, and combinations thereof.

Non-limiting examples of acetate sulfonates may include sodium lauryl sulfoacetate, ammonium lauryl sulfoacetate, and combinations thereof.

Non-limiting examples of glucose carboxylates may include sodium lauryl glucoside carboxylate, sodium cocoyl glucoside carboxylate, and combinations thereof.

Non-limiting examples of alkyl ether carboxylates can include sodium laureth-4 carboxylate, laureth-5 carboxylate, laureth-13 carboxylate, sodium C12-13 alkanolamine-8 carboxylate, sodium C12-15 alkanolamine-8 carboxylate, and combinations thereof.

Non-limiting examples of acyl taurates may include sodium methyl cocoyl taurate, sodium methyl lauroyl taurate, sodium methyl oleoyl taurate, and combinations thereof.

In particular embodiments, the composition may have 1wt.% to 30wt.%, more preferably 5wt.% to 20wt.%, even more preferably from 8wt.% to 15wt.% of the amphiphilic surfactant system, based on the total weight of the composition. In particular, the composition according to the invention may comprise at least 1wt.%, preferably at least 5wt.%, advantageously from 5wt.% to 20wt.%, and preferably from 5wt.% to 15wt.% of an amphiphilic surfactant system having a water-soluble amphiphilic surfactant, preferably an anionic surfactant, and in particular a sulfated anionic surfactant (especially selected from those described previously), and advantageously from 5wt.% to 20wt.%, and preferably from 8wt.% to 15wt.% of sodium laureth sulfate, a salt of laureth sulfate, sodium lauryl sulfate, a salt of lauryl sulfate, or a mixture thereof.

According to a preferred embodiment, the composition according to the invention may comprise as anionic surfactant a sulfated anionic surfactant, and in particular sodium laureth sulfate, and advantageously comprises as anionic surfactant a sulfated anionic surfactant, and in particular sodium laureth sulfate only.

In one embodiment, the composition of the present invention may be a sulfate salt-free composition. This means that the composition of the invention can be removed, i.e. can be free of any anionic surfactant (0 pbw) which is a sulfate derivative.

The term "anionic surfactant which is a sulfate derivative" means a surfactant comprising at least one anionic group selected from sulfate functional groups (-OSO 3H or-OSO 3-) or groups which can be ionized into anionic groups.

According to this particular embodiment, the following anionic surfactants are preferably not present in the composition according to the invention: salts of alkyl sulfate, alkyl amide sulfate, alkyl ether sulfate, alkyl amide ether sulfate, alkyl aryl ether sulfate, monoglyceride sulfate.

For example, according to a specific embodiment wherein the composition is sulfate-free, the following anionic surfactants are preferably not present in the composition according to the present invention: sodium Lauryl Sulfate (SLS), sodium laureth sulfate (SLES), ammonium Lauryl Sulfate (ALS), ammonium laureth sulfate (ALES), or a combination thereof.

Optionally one or more other surfactants

In the compositions of the present application, the composition may have only the amphiphilic surfactant system and amphiphilic compound as the only surfactants, or the composition may also comprise one or several other surfactants, also referred to as co-surfactant(s) or optional surfactant(s). However, all of the one or more cosurfactants or the one or more optional surfactants other than the amphiphilic surfactant system and the amphiphilic compound should be miscible with the amphiphilic surfactant system. Further, any co-surfactant or surfactants present or one or more optional surfactants may be water soluble. Non-limiting examples of additional cationic, zwitterionic, amphoteric, and nonionic surfactants suitable for use in the compositions of the present application, and particularly in hair care compositions, are described in McCutcheon Emulsifiers and Detergents [ emulsifiers and detergents ], journal of 1989 and U.S. Pat. No. 3,929,678, U.S. Pat. No. 2,658,072; US2,438,091; U.S. Pat. No. 2,528,378, U.S. Pat. No. 2020/0129402, which are incorporated herein by reference in their entirety. In addition, when the optional additional surfactant is different from the amphiphilic compound described above, including any of the multi-tail surfactants described above, the optional additional surfactant may comprise more than one tail; however, the optional additional surfactant herein should be miscible with the amphiphilic surfactant system, should be highly soluble in water like the water-soluble amphiphilic surfactant, or should be both miscible with the amphiphilic surfactant system and highly soluble in water. As such, the optional additional surfactant may comprise, for example, more than one hydrocarbon (i.e., alkyl) chain having at least 6 carbon atoms, as long as the optional additional surfactant is miscible with the amphiphilic surfactant system, should be highly soluble in water like the water-soluble amphiphilic surfactant, or both, as described above.

The optional additional surfactant or surfactants or cosurfactants may be amphoteric, zwitterionic, or nonionic. Examples of such surfactants are more particularly described in US10,058,498, as described below.

Nonionic surfactants can be broadly defined as compounds containing a hydrophobic moiety and a nonionic hydrophilic moiety. Examples of hydrophobic moieties may be alkyl, alkylaromatic, dialkylsiloxane, polyoxyalkylene, and fluoro substituted alkyl. Examples of hydrophilic moieties are polyoxyalkylene, phosphine oxide, sulfoxide, amine oxide, and amide. Under the trade nameNonionic surfactants sold (aero chemical products limited (Air Products and Chemicals, inc.) by allenton (Pa.) of pennsylvania) are examples of such surfactants. Cationic surfactants may contain amino or quaternary ammonium hydrophilic moieties that are positively charged when dissolved in an aqueous composition. Zwitterionic surfactants are exemplified by those which can be broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight or branched chain, and wherein the aliphatic substituents One of which contains from about 8 to about 18 carbon atoms and one of which contains an anionic water-solubilizing group, e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate. Since they differ from multi-tail surfactants, they do not contain more than one tail chain, and therefore do not contain, for example, more than one hydrocarbon (i.e., alkyl) chain containing at least 6 carbon atoms.

Examples of amphoteric surfactants that can be used in the compositions of the present invention are those broadly described as derivatives of aliphatic secondary and tertiary amines in which the aliphatic radical can be straight or branched chain and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic water solubilizing group, e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate. Surfactants that do not contain sulfate salts can be broadly defined as single tail surfactants, which are generally free of salts or esters of sulfuric acid. Examples of sulfate-free surfactants include, but are not limited to, sodium lauroyl sarcosinate, sodium lauroyl amphoacetate, cocamidopropyl betaine, cocamidopropyl hydroxysulfobetaine, and decyl glucoside.

Advantageously, when present, optional additional surfactants as previously described, and in particular amphoteric surfactants, may be present in the composition in an amount of from 0.01wt.% to 20wt.%, and preferably from 0.1wt.% to 10 wt.%. In particular, the composition according to the invention may comprise from 0.1 to 20wt.%, and preferably may comprise from 0.1 to 10wt.% cocamidopropyl betaine.

According to a preferred embodiment, the composition according to the invention may comprise an amphoteric surfactant, and in particular cocamidopropyl betaine as optional additional surfactant, and advantageously as optional amphoteric surfactant, and in particular only cocamidopropyl betaine as optional additional surfactant.

Optionally oil

The composition according to the invention may comprise, in addition to those previously described, further one or more components. In particular, the composition of the invention may comprise an oil, and in particular a non-toxic oil or a cosmetic oil. Suitable cosmetic oils are, for example, cyclopentasiloxane, cyclomethicone, dimethicone, dimethiconol, amino terminal dimethicone, PEG/PPG dimethicone, cetyl dimethicone, stearyl dimethicone, stearyloxy dimethicone, behenyl oxy dimethicone, polyisobutene, petrolatum, mineral oil, hydrogenated polydodecene, hydrogenated polydecene, isoamyl cocoate, PPG-3 myristyl ether, PPG-11 stearyl ether, dioctyl carbonate, cetostearyl isononanoate, cetyl ethylhexanoate, diethyl hexyl carbonate, cetyl ricinoleate, myristyl myristate, stearyl heptanoate decyl cocoate, decyl oleate, PPG-15 stearyl ether, octyl dodecanol, isocetyl palmitate, cetyl ethyl hexanoate, ethylhexyl palmitate, ethylhexyl stearate, isopropyl palmitate, PPG-14 butyl ether, triisostearyl (Triisostearin), C12-15 alkyl benzoate, phenoxyethyl octanoate, isopropyl myristate, caprylic triglyceride, sunflower oil, olive oil, argan oil, mineral oil, castor oil (castors oil), castor oil (ricinus oil), cocoa butter, palm oil, coconut oil, avocado oil, almond oil, jojoba oil, corn oil, rapeseed oil, sesame oil, soybean oil, wheat germ oil, walnut oil, oleyl erucate, and mixtures thereof.

Advantageously, when present, the oil as previously described, and in particular the cosmetic oil, represents no more than 10% by weight of the composition, so the composition of the invention may comprise from 0 to 10% by weight, and preferably from 0 to 2% by weight, of the oil as previously described, and in particular the cosmetic oil, relative to the total weight of the composition.

Solvent carrier

The composition according to the invention may also comprise a solvent carrier, typically water or a mixture of water and another solvent.

Indeed, most of the compositions of the present invention are in the form of pourable liquids (under ambient conditions). Thus, such compositions will typically comprise a solvent carrier that is generally used to make up the balance (i.e., to achieve 100% total weight with the other components). The solvent carrier may typically comprise at least 40% by weight of the composition, from about 40% to about 85% by weight, alternatively from about 45% to about 80% by weight, alternatively from about 50% to about 75% by weight. Of course, the solvents used in the compositions should be compatible with the other components of the disclosed compositions.

The carrier may comprise water, or a miscible mixture of water and one or more organic solvents. The carrier of the composition of the present invention may be water or an aqueous solution of a lower alkyl alcohol and/or a polyol. Lower alkyl alcohols are in particular monohydric alcohols having from 1 to 6 carbons, typically ethanol and isopropanol. The polyols typically have from 3 to 6 carbon atoms and from 2 to 6 hydroxyl groups. Examples of polyols include propylene glycol, hexylene glycol, glycerin, and propane diol. Some formulations of commercially available multi-tail surfactants include such solvents.

In particular, water may be used to make up the balance (i.e., to achieve 100% total weight with other components), and typically represents from 25wt.% to 95wt.%, preferably 50wt.% to 90wt.%, more preferably from 70wt.% to 80wt.% of water relative to the total weight of the composition.

Other optional ingredients

In the present invention, the composition may further comprise one or more additional optional ingredients. Suitable additional optional ingredients include, but are not limited to, conditioning agents, silicone emulsions, gel networks, chelating agents, colorants, foam breakers, antistatic agents, rheology modifiers and thickeners, suspending materials and structuring agents, pH adjusting and buffering agents, preservatives, pearlescers, antioxidants, viscosity modifiers, opacifiers, and combinations thereof.

Such optional ingredients should be physically and chemically compatible with the components of the composition, and should not otherwise unduly impair product stability, aesthetics, or performance. The CTFA Cosmetic Ingredient Handbook [ handbook of CTFA Cosmetic ingredients ], tenth edition (published by Cosmetic, toiletry and perfume co-ordinates, company, and Fragrance Association, inc.), golombia, washington, d.c.), 2004 (hereinafter "CTFA"), describes a wide variety of non-limiting materials that may be added to the compositions of the present invention, particularly personal care compositions.

In particular, the composition according to the invention may comprise a viscosity improver or a hydrotrope or a solubility control agent.

For more details regarding possible additional ingredients, reference may be made to US 2020/0129402.

Typically, the total content of these optional ingredients when one or more are present is not more than 10% by weight of the total weight of the composition.

Compositions and uses of the invention

The compositions of the present invention may be prepared according to conventional techniques for mixtures of components.

In one embodiment, the method of preparing the composition of the present invention may comprise a pre-solubilising step of the active ingredient in the amphiphilic compound alone or with an amphiphilic surfactant system having a water-soluble amphiphilic surfactant or mixing the active ingredient with the amphiphilic compound alone or with an amphiphilic surfactant system having a water-soluble amphiphilic surfactant.

In another embodiment, the composition of the present invention may be prepared by: one or more amphiphilic compounds (including any multi-tail surfactants), an active ingredient, and an amphiphilic surfactant system comprising a water-soluble amphiphilic surfactant (including any anionic surfactant), along with any cationic polymer (if present), are mixed together without any pre-solubilization step.

The preferred amounts of weight given by the above-mentioned disclosures are advantageously combined with each other, preferably the preferred ranges are combined according to their grades (in particular, the widest ranges are combined together and the narrowest ranges are combined together).

Thus, for example, according to some embodiments, the compositions of the present invention may comprise:

amphiphilic compounds, including any multi-tail surfactant, which constitutes from 0.1 to 10wt.%, and preferably from 0.1 to 5wt.%,

optionally, a cationic polymer, which constitutes from 0.1 to 5wt.%, and preferably from 0.1 to 1wt.%,

active ingredients, which constitute from 0.05 to 10wt.%, and preferably from 0.1 to 5wt.%,

amphiphilic surfactant system comprising a water-soluble amphiphilic surfactant (including any anionic surfactant), which differs from amphiphilic compounds, including any multi-tail surfactant, and constitutes from 5 to 20wt.%, and preferably from 5 to 15wt.%,

wherein the weight of the amphiphilic compound, including any multi-tail surfactant, in the composition is preferably lower than the weight of the amphiphilic surfactant system comprising the water-soluble amphiphilic surfactant (including any anionic surfactant).

Of course, preference is given to using amphiphilic compounds (including any multi-tail surfactants), optionally cationic polymers, active ingredients, amphiphilic surfactant systems comprising water-soluble amphiphilic surfactants (including any anionic surfactants), and optionally additional surfactants, any oils present, and any solvents (when present) specifically described or preferred in the previous description.

Thus, for example, according to some preferred embodiments, the compositions of the present invention may comprise:

dialkyl succinate sulfonate as amphiphilic compound, which may constitute less than 10wt.% and at least 0.5wt.%, preferably from 1wt.% to 7wt.%, and more preferably from 1wt.% to 5wt.%,

optionally, as cationic polymer, a cationic guar polymer, which may constitute at least 0.01wt.%, advantageously from 0.1wt.% to 5wt.%, and preferably from 0.1wt.% to 1wt.%,

hydrophobic active ingredients, and in particular antimicrobial or antifungal agents, which constitute from 0.05 to 10wt.%, and preferably from 0.1 to 5wt.%,

Amphiphilic surfactant system comprising a sulfated anionic surfactant as water-soluble amphiphilic surfactant, which is different from the amphiphilic compound and constitutes at least 5wt.%, advantageously from 5wt.% to 20wt.%, and preferably from 5wt.% to 15wt.%,

optionally one or several additional surfactants selected from single tail surfactants free of sulfate salts, which constitute from 0.01 to 20wt.%, and preferably from 0.1 to 10wt.%,

wherein in the composition the weight of the amphiphilic compound, including any multi-tail surfactant, is preferably lower than the weight of the amphiphilic surfactant system comprising the water soluble amphiphilic surfactant (including any anionic surfactant), and in particular the weight of the dialkyl succinate sulfonate is lower than the weight of the sulfated anionic surfactant.

For example, according to some more preferred embodiments, the composition of the present invention may comprise:

dioctyl sodium sulfosuccinate, sodium bis (tridecyl) sulfosuccinate or mixtures thereof as amphiphilic compound, which may constitute from 1 to 7wt.%, and preferably from 2 to 5wt.%,

Optionally guar hydroxypropyl trimethylammonium chloride, hydroxypropyl guar hydroxypropyl trimethylammonium chloride or mixtures thereof as cationic polymer, which may constitute from 0.1 to 5wt.%, and preferably from 0.1 to 1wt.%,

piroctone olamine as active ingredient, which constitutes from 0.05 to 2wt.%, and preferably from 0.1 to 1wt.%,

-an amphiphilic surfactant system comprising: sodium laureth sulfate as a water-soluble amphiphilic surfactant, which constitutes from 5wt.% to 20wt.%, and preferably from 8wt.% to 15wt.%, of the total weight of the composition; and optionally cocamidopropyl betaine as an optional additional surfactant, which constitutes from 0.01 to 20wt.%, and preferably from 0.1 to 10wt.%,

wherein in the composition the weight of the amphiphilic compound, including any multi-tail surfactant, is preferably lower than the weight of the amphiphilic surfactant system comprising the water-soluble amphiphilic surfactant (including any anionic surfactant), and in particular the weight of dioctyl sodium sulfosuccinate, bis (tridecyl) sodium sulfosuccinate or mixtures thereof present in the composition is lower than the weight of sodium laureth sulfate.

The composition according to the invention may be a liquid, gel or semi-solid composition, a foamed or foamable composition. Preferably, the composition of the present invention is an aqueous composition.

The compositions of the present invention may be used in a variety of ways and for a variety of applications, including for improving deposition, retention, or both of an active ingredient to a desired substrate (such as skin, hair, nails, scalp, or a combination of substrates, and preferably hair and scalp) by applying the compositions of the present invention to the substrate. In preferred embodiments, the compositions may be used as shampoos to improve deposition, retention, or both of the active ingredient to the hair and scalp, including in preferred embodiments as anti-dandruff shampoos. Further, amphiphilic compounds may be used in combination with at least one of the above cationic polymers to improve deposition, retention, or both of the active ingredients to the desired substrate (including skin, hair, nails, and scalp), including in preferred embodiments as anti-dandruff shampoos to improve deposition, retention, or both of dandruff or other hair active ingredients to the scalp and hair. Such improved deposition and retention may be after a rinsing step with water.

As mentioned previously, the compositions of the present invention are personal care compositions or home care compositions.

The compositions of the present invention are intended to be deposited on substrates in need of their action, including, for example, skin, hair, scalp, and textiles. As discussed above, with the compositions of the present invention, the active ingredient on the target surface is unexpectedly better deposited and retained, even after the addition of water or after a rinsing step with water, as is conventionally done with hair care compositions, like shampoos.

As used herein, personal care compositions include products such as shampoos, shower gels, liquid hand washes, hair dyes, facial washes, and other surfactant-based liquid compositions.

According to a preferred embodiment, the composition of the invention is a hair care composition, preferably a shampoo, and in particular an antidandruff shampoo.

For personal care applications, the overall composition will be physiologically acceptable. Therefore, any compound that is physiologically unacceptable should be excluded from the composition or used in an amount that does not alter such properties of the composition.

In certain embodiments, compositions according to the present invention may increase deposition of the active ingredient by at least 100%, preferably at least 200%, and more preferably at least 400%. In other embodiments, the compositions according to the invention may increase the deposition of the active ingredient by at least 100% to at least 1,000%, preferably at least 200% to at least 1,000%, and more preferably at least 200% to at least 800%.

Preferably, the compositions according to the invention, whatever their constituent parts, are different from the structured compositions as described in US 9,320,697. "structured composition" is understood to mean a formulation having a composition in the range from 0.1 to 100s ^-1 The viscosity falling with increasing shear rate in the shear rate range and having a yield point of ≡1 mPa. Both the viscosity and yield point are measured using a rheometer whose measuring shaft is placed in an air bearing. The viscosity drops by 1-10 orders of magnitude in the shear rate range, where preferredOptionally 2-6 orders of magnitude. Measurements were made at 25℃using a plate-plate geometry (plate-plate geometry) with a diameter of 40 mm. The yield point is measured in oscillations at a frequency of 1Hz at 25 ℃. A plate-plate geometry of 40mm in diameter was used. The shear stress varies from 0.001 to 100Pa and the criterion used for the yield point is the shear stress that achieves a deviation of the storage modulus from 5% of the plateau value of the linear viscoelastic range.

According to the present invention, amphiphilic compounds, including any multi-tailed surfactant as amphiphilic compounds, and in particular amphiphilic compounds, including any multi-tailed surfactant as amphiphilic compounds in combination with an optional cationic polymer, are used to enhance deposition, retention, or both of the active ingredient on a substrate in need of its action. In the case of personal care compositions, the target substrate may be skin, hair, scalp, or nails, preferably hair, scalp, or both. In the case of home care compositions, and in particular textile care compositions, the target substrate is mainly the substrate to be cleaned, in particular a textile. Most importantly, when the compositions of the present invention are intended to be rinsed with water, amphiphilic compounds, including any multi-tailed surfactants and especially amphiphilic compounds, including any combination of multi-tailed surfactants together with optional cationic polymers, can be used to improve the retention or retention of active ingredient on the target substrate upon deposition. Therefore, the amount of active ingredient can be minimized because it is well retained on the target substrate and thus its effect is enhanced. Such use is, of course, relevant to the complete definition of the composition according to the invention.

Thus, according to the present invention, when the composition is a hair care composition (typically a shampoo, and preferably an antidandruff shampoo) or a textile care composition, its use may comprise the steps of:

(a) Applying the composition to a target substrate; and

(b) Before, during, or after step (a), the composition is diluted with water such that the amphiphilic compound, including any multi-tail surfactant, and optionally any cationic polymer, improves deposition, retention, or both of the active ingredient on the target substrate.

The application may comprise the direct application or spreading of the composition of the invention onto a substrate, in particular onto the skin, keratinous tissue such as hair, scalp, or textile, where the composition must be delivered.

Diluting means that the composition is at least partially soluble, dispersible, or foamable in water.

Furthermore, the compositions of the invention may have suitable viscosity characteristics and when they are foam or foamable formulations, either directly or after suitable dilution.

The following examples are illustrative of the invention, but are not limiting.

Examples

Method for evaluating the efficiency of an active deposition enhancer in an anti-dandruff shampoo

Preparation of shampoo formulations

Hair care compositions are prepared by adding a multi-tail surfactant together with a cationic polymer to the remaining following suitable ingredients: surfactants, polymers, active ingredients, and the balance of water (i.e., up to 100% total weight with other components). The blend was stirred until homogeneous. Optional ingredients such as perfumes, oils, dyes and pigments, viscosity modifiers, stabilizers, thickeners, pH modifiers, preservatives, pearlescers or opacifiers, and natural hair nutrients may also be incorporated.

Methods involving premixing the actives in a multi-tail surfactant are also considered effective.

The blend or a portion of the blend may be heated to 50 ℃ to 80 ℃ and then cooled to ensure better homogenization, or improved stability over time, or higher efficiency of the enhancer.

The target final viscosity and pH should be within the respective ranges generally considered acceptable for anti-dandruff shampoo compositions.

Measurement of active deposition

The composition is applied to a substrate, preferably hair, using a standardized protocol, including a rinsing step. Multiple applications can be considered if the natural intrinsic deposition of the active is very low.

All samples were measured after HPLC separation except for compositions #2 (comparative example) and #15 (comparative example) in example 6, and these samples were quantified at 307nm wavelength by using a UV/Vis instrument, as follows. Quantification was performed by reference to a standard curve.

The efficiency of the active deposition enhancer is calculated as grams of active extracted per gram of substrate, preferably hair tresses.

Non-limiting examples

The shampoo formulation was prepared according to the same protocol as previously described and applied to hair locks as also described in the text above. The percentages of the ingredients used represent the active parts by weight of the ingredients. They are given in% by weight relative to the total weight of the composition. After extraction with ethanol, the amount of active deposited on the hair was measured by HPLC. Each deposition of active presented in the examples below was calculated from the average of 3 replicates. In example 12, formulation #15, the deposited actives were measured using UV/Vis technology, the hair tresses were soaked in a vial containing 10ml isopropyl alcohol and shaken for 20 minutes, and then removed. The amount of PO extracted in isopropanol was measured by comparing the peak height at 307nm with a standard curve.

The following examples are provided to aid in the understanding of the present invention. These examples are not provided to limit the scope of the invention.

Example 1-compositions 1 to 4

This example demonstrates the synergistic efficiency of both the multi-tail surfactant (here the succinate sulfonate surfactant) and the cationic polymer (guar hydroxypropyltrimonium chloride) in enhancing the deposition of anti-dandruff active (piroctone olamine) on hair.

Formulations of the compositions studied are listed in table 1A and the results obtained are presented in table 1B.

TABLE 1A

TABLE 1B

Description of the ingredients listed in example 1:

RHODAPEX ESBsolvi Corp sodium laureth sulfate

AEROSOL OT70PG, solvier, sodium dioctylsulfosuccinate

MACKAM CAB 818, solvier Corp., cocoamidopropyl betaine

OCTOPIROX, clariant, piroctone olamine

JAGUARSolvi company guar hydroxypropyl trimethylammonium chloride example 2-compositions 5 to 8

The improved deposition of composition 6, composition 8 or composition 7 compared to the control and compositions 5 and 2 also shows a synergistic effect resulting in enhanced deposition of the active on the hair.

Formulations of the compositions studied are listed in table 2A and the results obtained are presented in table 2B.

TABLE 2A

TABLE 2B

Description of the ingredients listed in these formulations:

AEROSOLother ingredients of sodium bis (tridecyl) sulfosuccinate from sorv are listed in example 1.

Example 3-compositions 9 to 11

In these examples, two concentrations of cationic polymer were tested and compared to a control without cationic polymer.

Formulations of the compositions studied are listed in table 3A and the results obtained are presented in table 3B.

TABLE 3A

TABLE 3B

Description of the ingredients listed in example 3:

AEROSOLsolvin company, sodium bis (tridecyl) sulfosuccinate

Other ingredients are listed in example 1

Example 4-compositions 12 and 13

Several cationic polymers were tested in shampoo formulations and all resulted in enhanced deposition of anti-dandruff actives.

Formulations of the compositions studied are listed in table 4A and the results obtained are presented in table 4B.

TABLE 4A

TABLE 4B

Description of the ingredients listed in these formulations:

JAGUARsolvi Corp, guar hydroxypropyl trimethyl ammonium chloride

JAGUARSolvi Corp, guar hydroxypropyl trimethyl ammonium chloride

AEROSOLSolvin company, sodium bis (tridecyl) sulfosuccinate

The other ingredients were the same as in examples 1-4.

EXAMPLE 5 composition 14

The following examples demonstrate that the amount of active ingredient in the formulation can be reduced by adding a multi-tail surfactant and cationic polymer to the shampoo composition at the same antidandruff performance.

Formulations of the compositions studied are listed in table 5A and the results obtained are presented in table 5B.

TABLE 5A

TABLE 5B

Description of the ingredients listed in example 5:

AEROSOLsolvin company, sodium bis (tridecyl) sulfosuccinate

Other ingredients are listed in example 1

Comparative example 6-composition 15

This example demonstrates the limited improvement in enhancing deposition of anti-dandruff active (piroctone olamine) on hair when using a comparative amphiphilic compound with high water solubility (herein didecyldimethyl ammonium chloride, commonly referred to as DDAC), and a cationic polymer (guar hydroxypropyl trimethyl ammonium chloride) (comparative control).

Formulations of the compositions studied are listed in table 6A and the results obtained are presented in table 6B.

TABLE 6A

TABLE 6B

Description of the ingredients listed in comparative example 6:

RHODAPEX ESBsolvier sodium laureth sulfate +.>

4450 didecyldimethyl ammonium chloride (i.e., DDAC), available from penoxsulam chemical Co., ltd. (Pilot Chemicals)

MACKAM 50ULB CAB 818, solvier Corp., cocoamidopropyl betaine

OCTOPIROX, corey, piroctone olamine

JAGUARSolvi, guar hydroxypropyl trimethylammonium chloride example 7-compositions 16 and 17

This example demonstrates the great improvement in enhancing deposition of anti-dandruff active (piroctone olamine) on hair when using amphiphilic compounds (here, trimethylglycine betaine esters of linear C31-C33-C35 secondary alcohols) and cationic polymers (guar hydroxypropyltrimonium chloride) (comparative).

Formulations of the compositions studied are listed in table 7A and the results obtained are presented in table 7B.

TABLE 7A

TABLE 7B

Description of the ingredients listed in examples 16-17:

RHODAPEX ESBsolvi Corp sodium laureth sulfate

The betaine ester of trimethylglycine of a linear C31-C33-C35 secondary alcohol has the general formula N, N-trimethyl-2-oxo-2- (alkane- [ N ] -yloxy) ethane-1-ammonium chloride, wherein the alkane is triundecane (C31) wherein n=16; tridecane (C33) wherein n=16; wherein n=18 tricyclopentadecane (C35) (n means the number of carbon atoms equal to 16 or 18 in the starting fatty acid)

MACKAM CAB 818, solvier Corp., cocoamidopropyl betaine

OCTOPIROX, corey, piroctone olamine

JAGUARSolvi, guar hydroxypropyl trimethylammonium chloride example 8-composition 18

This example demonstrates the great improvement in enhancing deposition of anti-dandruff actives (piroctone olamine) on hair when amphiphilic compounds (here trimethylglycine betaine diester of C31-C33-C35 endo-diol) and cationic polymers (guar hydroxypropyltrimonium chloride) are used (comparative).

Formulations of the compositions studied are listed in table 8A and the results obtained are presented in table 8B.

TABLE 8A

TABLE 8B

Description of the ingredients listed in example 8:

RHODAPEX ESBsolvi Corp sodium laureth sulfate

Trimethylglycine betaine diesters of vicinal diols within C31-C33-C35 have the general formula 2,2' - (alkanes- [ N-1], [ N ] -diylbis (oxy)) bis (N, N, N-trimethyl-2-oxoethane-1-ammonium) bischloride, wherein alkanes are triundecane (C31) wherein n=16; tricridecane (C33) wherein n=16 or n=17; tridecane (C35) wherein n=18

MACKAM CAB 818, solvier Corp., cocoamidopropyl betaine

OCTOPIROX, corey, piroctone olamine

JAGUARSolvi Corp, guar hydroxypropyl trimethyl ammonium chloride

EXAMPLE 9 composition 19

Such examples demonstrate the great improvement in enhancing deposition of anti-dandruff active (piroctone olamine) on hair when using amphiphilic compounds (herein diethyl ester dimethyl ammonium chloride, also known as DEEDMAC) and cationic polymers (guar hydroxypropyl trimethyl ammonium chloride) (comparative control).

Formulations of the compositions studied are listed in table 9A and the results obtained are presented in table 9B.

TABLE 9A

TABLE 9B

Description of the ingredients listed in example 9:

RHODAPEX ESBsolvi Corp sodium laureth sulfate

DEEDMAC has dimethyl bis [2- [ (1-oxooctadecyl) oxy ] ethyl ] ammonium chloride

MACKAM CAB 818, solvier Corp., cocoamidopropyl betaine

OCTOPIROX, corey, piroctone olamine

JAGUARComparative example 10-composition 20 of guar hydroxypropyl trimethylammonium chloride from Solvin Corp

This example demonstrates that there is limited or no significant improvement in enhancing deposition of anti-dandruff active (piroctone olamine) on hair when using amphiphilic compounds (here nonionic sorbitan trioleate) and cationic polymers (guar hydroxypropyl trimethylammonium chloride) (comparative control).

Formulations of the compositions studied are listed in table 10A and the results obtained are presented in table 10B.

TABLE 10A

TABLE 10B

Description of the ingredients listed in example 10:

RHODAPEX ESBsolvi Corp sodium laureth sulfate

ALKAMULS S85, solvin, sorbitan trioleate

MACKAM 50ULB, solvier Corp., cocoamidopropyl betaine

OCTOPIROX, corey, piroctone olamine

JAGUARSolvi, guar hydroxypropyl trimethylammonium chloride example 11-compositions 21 to 24

These examples report the solubility of amphiphilic compounds in pure water, the compatibility of amphiphilic compounds with amphiphilic surfactant systems in water, and the reduction of the liquid/air interfacial tension of amphiphilic compound/active a/C mixtures, measured at concentrations of such amphiphilic compounds a in the range of critical micelle concentrations (i.e. 50-100 mg/l) in pure water at 25 ℃, compared to amphiphilic compounds alone in water.

Interfacial tension was measured using a Sigma 701 tensiometer and compatibility was observed using an Olympus IX71 conventional microscope equipped with a 100-fold oil objective lens, as described above.

TABLE 11

Description of the ingredients listed in example 11

RHODAPEX ESBSolvi Corp sodium laureth sulfate

AEROSOLSolvin company, sodium bis (tridecyl) sulfosuccinate

DEEDMAC has dimethyl bis [2- [ (1-oxooctadecyl) oxy ] ethyl ] ammonium chloride

OCTOPIROX, corey, piroctone olamine

EXAMPLE 12 compositions 25 to 28

These examples report the solubility of amphiphilic compounds in pure water, the compatibility of amphiphilic compounds with amphiphilic surfactant systems in water, and the reduction of the liquid/air interfacial tension of amphiphilic compound/active a/C mixtures, measured at concentrations of such amphiphilic compounds a in the range of critical micelle concentrations (i.e. 10-100 mg/l) in pure water at 25 ℃, compared to amphiphilic compounds alone in water.

Table 12

Description of the ingredients listed in example 12

The betaine ester of trimethylglycine of a linear C31-C33-C35 secondary alcohol has the general formula N, N-trimethyl-2-oxo-2- (alkane- [ N ] -yloxy) ethane-1-ammonium chloride, wherein the alkane is triundecane (C31) wherein n=16; tridecane (C33) wherein n=16; wherein n=18 of tricyclopentadecane (C35) (n means the number of carbon atoms equal to 16 or 18 in the starting fatty acid).

Trimethylglycine betaine diesters of vicinal diols within C31-C33-C35 have the general formula 2,2' - (alkanes- [ N-1], [ N ] -diylbis (oxy)) bis (N, N, N-trimethyl-2-oxoethane-1-ammonium) bischloride, wherein alkanes are triundecane (C31) wherein n=16; tricridecane (C33) wherein n=16 or n=17; tridecane (C35) where n=18.

Example 13-compositions 29 to 32

These examples report the solubility of amphiphilic compounds in pure water, the compatibility of amphiphilic compounds with amphiphilic surfactant systems in water, and the reduction of the liquid/air interfacial tension of amphiphilic compound/active a/C mixtures, measured at concentrations of such amphiphilic compounds in pure water within the range of critical micelle concentrations at 25 ℃ (i.e. 10-100 mg/l), as compared to amphiphilic compounds alone in water.

TABLE 13

Claims

1. A liquid composition comprising:

wherein:

2. The liquid composition of claim 1, wherein the amphiphilic compound combined with the active ingredient in water at 25 ℃ has a surface tension at least 2mN/m lower than the same amount of the amphiphilic compound in water at 25 ℃ without the active ingredient, and the lower surface tension is determined by measuring the surface tension of the amphiphilic compound combined with the active ingredient in water at 10mg/L to 100mg/L at 25 ℃ compared to the same amount of the amphiphilic compound in water at 25 ℃ without the active ingredient.

3. The liquid composition of claim 1 or 2, wherein the amphiphilic compound forms a phase independent of the amphiphilic surfactant system when the amphiphilic surfactant system and the amphiphilic compound are combined in water.

4. A liquid composition according to claim 3, wherein the separate phases are determined by: combining the amphiphilic compound and the amphiphilic surfactant system in a total concentration of from 5wt.% up to 70wt.%, based on the total weight of the amphiphilic compound, the amphiphilic surfactant system, and 100wt.% of water, wherein the ratio of the amphiphilic surfactant system to the amphiphilic compound ranges from 99:1 to 50:50, preferably from 90:10 to 60:40, more preferably from 80:20 to 70:30, and determining whether any objects greater than 150nm are observed using a conventional microscope equipped with a 100-fold oil objective lens.

5. The liquid composition of any of the preceding claims, wherein the amphiphilic compound and the active ingredient do not form separate phases when combined.

6. The liquid composition of any of the preceding claims, wherein the water-soluble amphiphilic surfactant has an HLB of more than 12, preferably more than 15.

7. The liquid composition of any of the preceding claims, wherein the amphiphilic compound has an HLB of less than 12, preferably less than 10.

8. The liquid composition of any of the preceding claims, wherein the amphiphilic compound is cationic, anionic, amphoteric, or zwitterionic.

9. The liquid composition of any of the preceding claims, wherein the liquid composition is a personal care composition or a home care composition, preferably a hair care composition, and more preferably a shampoo.

10. The liquid composition of any of the preceding claims, wherein the amphiphilic compound comprises at least two linear or branched alkyl chains, wherein at least one of the linear or branched alkyl chains has at least 6 carbon atoms.

11. The liquid composition of any of the preceding claims, wherein the amphiphilic compound is a multi-tail surfactant comprising at least two linear or branched alkyl chains, wherein at least one of the linear or branched alkyl chains has at least 6 carbon atoms, preferably at least two linear or branched alkyl chains have at least 6 carbon atoms.

12. The liquid composition of any one of the preceding claims, comprising 0.01wt.% to 10wt.%, preferably 0.1wt.% to 5wt.%, more preferably 0.5wt.% to 4wt.% of the amphiphilic compound, based on the total weight of the composition.

13. The liquid composition of any of the preceding claims, wherein the amphiphilic compound is a multi-tail surfactant comprising:

(a) A dialkyl succinate sulfonate, preferably selected from dioctyl sodium sulfosuccinate, sodium bis (tridecyl) sulfosuccinate, or mixtures thereof;

(b) Dialkyl quaternary ammonium compounds, preferably selected from dialkyl quaternary ammonium trimethylglycine betaine esters, diethyl oxy ester dimethyl ammonium chloride, or mixtures thereof, wherein the alkyl groups are C ₁₂ -C ₃₀ Alkyl, more preferably C ₁₄ -C ₂₂ Alkyl, even more preferably C ₁₆ -C ₁₈ An alkyl group; or (b)

(c) Mixtures thereof.

14. The liquid composition of any one of the preceding claims, comprising an amphoteric polymer, a cationic polymer, or a combination thereof, wherein the amphoteric polymer is an amphoteric guar polymer, preferably selected from guar carboxymethyl hydroxypropyl trimonium chloride, carboxymethyl hydroxypropyl guar hydroxypropyl trimonium chloride, or a combination thereof; and the cationic polymer is a cationic guar polymer, preferably selected from guar hydroxypropyl trimonium chloride, hydroxypropyl guar hydroxypropyl trimonium chloride, or mixtures thereof.

15. The liquid composition of any one of the preceding claims, comprising 0.1 to 5wt.%, preferably from 0.1 to 1wt.% of the cationic polymer, preferably the cationic guar polymer, based on the total weight of the composition.

16. The liquid composition of any one of the preceding claims, comprising 0.01wt.% to 5wt.%, more preferably 0.05wt.% to 2wt.%, even more preferably 0.1wt.% to 1wt.% of the active ingredient, based on the total weight of the composition.

17. The liquid composition of any of the preceding claims, wherein the active ingredient is a hydrophobic active ingredient selected from the group consisting of: an antimicrobial, antifungal, anti-keratolytic, anti-dandruff agent, or a combination thereof.

18. The liquid composition of any of the preceding claims, wherein the active ingredient is selected from piroctone olamine, ketoconazole, climbazole, zinc pyrithione, or a combination thereof.

19. The liquid composition of any one of the preceding claims, comprising 1wt.% to 30wt.%, more preferably 5wt.% to 20wt.%, even more preferably from 8wt.% to 15wt.% of the amphiphilic surfactant system, based on the total weight of the composition.

20. Composition according to any one of the preceding claims, wherein the amphiphilic surfactant system comprises an anionic surfactant as the water-soluble amphiphilic surfactant, preferably the anionic surfactant is a sulfated anionic surfactant, more preferably the anionic surfactant is sodium laureth sulfate, a salt of laureth sulfate, sodium lauryl sulfate, a salt of lauryl sulfate, an alkylbenzene sulfonate, preferably benzenesulfonic acid, mono-C10-16-alkyl sodium salt, or a mixture thereof.

21. The liquid composition of any of the preceding claims, wherein the liquid composition comprises from 25wt.% to 95wt.%, preferably from 50wt.% to 90wt.%, more preferably from 70wt.% to 80wt.% of water relative to the total weight of the composition.